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plunk/apps/api/src/services/__tests__/EmailService.test.ts
T

1081 lines
35 KiB
TypeScript

import {beforeEach, describe, expect, it, vi, type Mock} from 'vitest';
import {EmailSourceType, EmailStatus} from '@plunk/db';
import {ActionSchemas} from '@plunk/shared';
import {EmailService} from '../EmailService';
import {sendRawEmail} from '../SESService';
import {factories, getPrismaClient} from '../../../../../test/helpers';
// Mock AWS SDK globally (used by real SESService calls in MIME tests)
vi.mock('@aws-sdk/client-ses', () => {
const SESMock = vi.fn();
SESMock.prototype.sendRawEmail = vi.fn().mockResolvedValue({MessageId: 'test-message-id'});
return {SES: SESMock};
});
// Mock constants to provide AWS credentials for SESService, preserving other exports
vi.mock('../../app/constants.js', async (importOriginal) => {
const actual = await importOriginal<typeof import('../../app/constants.js')>();
return {
...actual,
AWS_SES_ACCESS_KEY_ID: 'test-key-id',
AWS_SES_REGION: 'us-east-1',
AWS_SES_SECRET_ACCESS_KEY: 'test-secret',
SES_CONFIGURATION_SET: 'test-config-set',
SES_CONFIGURATION_SET_NO_TRACKING: 'test-no-tracking-set',
TRACKING_TOGGLE_ENABLED: true,
};
});
// Mock SES service (default behavior for most tests)
vi.mock('../SESService', () => ({
sendRawEmail: vi.fn(),
}));
describe('EmailService', () => {
let projectId: string;
let contactId: string;
const prisma = getPrismaClient();
beforeEach(async () => {
const {project} = await factories.createUserWithProject();
projectId = project.id;
const contact = await factories.createContact({projectId});
contactId = contact.id;
// Create a verified domain for the project (required for sending emails)
await factories.createDomain({
projectId,
domain: 'example.com',
verified: true,
});
// Mock successful SES send by default
vi.mocked(sendRawEmail).mockResolvedValue({
messageId: 'ses-message-123',
});
});
// ========================================
// SUBSCRIPTION ENFORCEMENT (GDPR)
// ========================================
describe('Subscription Enforcement (GDPR Compliance)', () => {
describe('Marketing Email Protection', () => {
it('should send campaign emails only to subscribed contacts', async () => {
const subscribedContact = await factories.createContact({
projectId,
subscribed: true,
});
const email = await EmailService.sendCampaignEmail({
projectId,
contactId: subscribedContact.id,
subject: 'Newsletter',
body: 'Marketing content',
from: '[email protected]',
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.sourceType).toBe(EmailSourceType.CAMPAIGN);
});
it('should NOT send workflow marketing emails to unsubscribed contacts', async () => {
const unsubscribedContact = await factories.createContact({
projectId,
subscribed: false,
});
const marketingTemplate = await factories.createTemplate({
projectId,
type: 'MARKETING',
});
// Create a workflow and execution for the foreign key
const workflow = await factories.createWorkflow({projectId});
const execution = await factories.createWorkflowExecution(workflow.id, unsubscribedContact.id);
const email = await EmailService.sendWorkflowEmail({
projectId,
contactId: unsubscribedContact.id,
templateId: marketingTemplate.id,
subject: 'Marketing Email',
body: 'Content',
from: '[email protected]',
workflowExecutionId: execution.id,
});
expect(email.status).toBe(EmailStatus.FAILED);
expect(email.error).toMatch(/unsubscribed/i);
});
it('should REJECT sending MARKETING template via transactional API to unsubscribed contact', async () => {
const unsubscribedContact = await factories.createContact({
projectId,
subscribed: false,
});
const marketingTemplate = await factories.createTemplate({
projectId,
type: 'MARKETING',
});
await expect(
EmailService.sendTransactionalEmail({
projectId,
contactId: unsubscribedContact.id,
templateId: marketingTemplate.id,
subject: 'Marketing disguised as transactional',
body: 'Buy now!',
from: '[email protected]',
}),
).rejects.toThrow(/cannot send marketing template to unsubscribed contact/i);
});
});
describe('Transactional Email Exemption', () => {
it('should ALLOW transactional emails to unsubscribed contacts', async () => {
const unsubscribedContact = await factories.createContact({
projectId,
subscribed: false,
});
const transactionalTemplate = await factories.createTemplate({
projectId,
type: 'TRANSACTIONAL',
});
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId: unsubscribedContact.id,
templateId: transactionalTemplate.id,
subject: 'Password Reset',
body: 'Reset your password',
from: '[email protected]',
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.sourceType).toBe(EmailSourceType.TRANSACTIONAL);
});
it('should ALLOW workflow transactional emails to unsubscribed contacts', async () => {
const unsubscribedContact = await factories.createContact({
projectId,
subscribed: false,
});
const transactionalTemplate = await factories.createTemplate({
projectId,
type: 'TRANSACTIONAL',
});
// Create workflow and execution for the foreign key
const workflow = await factories.createWorkflow({projectId});
const execution = await factories.createWorkflowExecution(workflow.id, unsubscribedContact.id);
const email = await EmailService.sendWorkflowEmail({
projectId,
contactId: unsubscribedContact.id,
templateId: transactionalTemplate.id,
subject: 'Account Verification',
body: 'Verify your account',
from: '[email protected]',
workflowExecutionId: execution.id,
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.sourceType).toBe(EmailSourceType.TRANSACTIONAL);
});
});
describe('Headless Email Behaviour', () => {
it('should NOT send headless workflow emails to unsubscribed contacts', async () => {
const unsubscribedContact = await factories.createContact({
projectId,
subscribed: false,
});
const headlessTemplate = await factories.createTemplate({
projectId,
type: 'HEADLESS',
});
const workflow = await factories.createWorkflow({projectId});
const execution = await factories.createWorkflowExecution(workflow.id, unsubscribedContact.id);
const email = await EmailService.sendWorkflowEmail({
projectId,
contactId: unsubscribedContact.id,
templateId: headlessTemplate.id,
subject: 'Newsletter',
body: 'Content',
from: '[email protected]',
workflowExecutionId: execution.id,
});
expect(email.status).toBe(EmailStatus.FAILED);
expect(email.error).toMatch(/unsubscribed/i);
});
it('should keep CAMPAIGN sourceType when campaign uses headless template', async () => {
const contact = await factories.createContact({projectId, subscribed: true});
const headlessTemplate = await factories.createTemplate({
projectId,
type: 'HEADLESS',
});
const campaign = await factories.createCampaign({projectId});
const email = await EmailService.sendCampaignEmail({
projectId,
contactId: contact.id,
campaignId: campaign.id,
templateId: headlessTemplate.id,
subject: 'Newsletter',
body: 'Content with <a href="https://example.com/unsubscribe">unsubscribe</a>',
from: '[email protected]',
});
// HEADLESS is not transactional — sourceType stays CAMPAIGN
expect(email.sourceType).toBe(EmailSourceType.CAMPAIGN);
expect(email.status).toBe(EmailStatus.PENDING);
});
});
describe('Template Type Determines Email Type', () => {
it('should use TRANSACTIONAL sourceType when campaign uses transactional template', async () => {
const contact = await factories.createContact({
projectId,
subscribed: true,
});
const transactionalTemplate = await factories.createTemplate({
projectId,
type: 'TRANSACTIONAL',
});
const campaign = await factories.createCampaign({projectId});
const email = await EmailService.sendCampaignEmail({
projectId,
contactId: contact.id,
campaignId: campaign.id,
templateId: transactionalTemplate.id,
subject: 'Receipt',
body: 'Your receipt',
from: '[email protected]',
});
expect(email.sourceType).toBe(EmailSourceType.TRANSACTIONAL);
});
});
describe('Unsubscribe via Complaint Webhook', () => {
it('should track when contact unsubscribes via complaint webhook', async () => {
const contact = await factories.createContact({
projectId,
subscribed: true,
});
const email = await factories.createEmail({
projectId,
contactId: contact.id,
status: EmailStatus.SENT,
});
await EmailService.handleWebhookEvent(email.id, 'complained');
const unsubscribedContact = await prisma.contact.findUnique({
where: {id: contact.id},
});
expect(unsubscribedContact?.subscribed).toBe(false);
const complainedEmail = await prisma.email.findUnique({
where: {id: email.id},
});
expect(complainedEmail?.status).toBe(EmailStatus.COMPLAINED);
});
});
});
// ========================================
// STATUS TRANSITIONS
// ========================================
describe('Status Transitions & Lifecycle', () => {
describe('Email Creation', () => {
it('should create email with PENDING status', async () => {
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId,
subject: 'Test',
body: 'Test',
from: '[email protected]',
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.sentAt).toBeNull();
expect(email.messageId).toBeNull();
});
});
describe('PENDING → SENDING → SENT', () => {
it('should transition correctly on successful send', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.PENDING,
});
await EmailService.sendEmail(email.id);
const sent = await prisma.email.findUnique({
where: {id: email.id},
});
expect(sent?.status).toBe(EmailStatus.SENT);
expect(sent?.sentAt).not.toBeNull();
expect(sent?.messageId).toBe('ses-message-123');
});
it('should create email.sent event after successful send', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.PENDING,
});
await EmailService.sendEmail(email.id);
const event = await prisma.event.findFirst({
where: {
projectId,
contactId,
emailId: email.id,
name: 'email.sent',
},
});
expect(event).toBeDefined();
expect(event?.data).toHaveProperty('messageId', 'ses-message-123');
});
});
describe('PENDING → SENDING → FAILED', () => {
it('should mark as FAILED on SES error', async () => {
vi.mocked(sendRawEmail).mockRejectedValue(new Error('SES rate limit exceeded'));
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.PENDING,
});
await expect(EmailService.sendEmail(email.id)).rejects.toThrow();
const failed = await prisma.email.findUnique({
where: {id: email.id},
});
expect(failed?.status).toBe(EmailStatus.FAILED);
expect(failed?.error).toContain('rate limit');
});
});
describe('Idempotency - Prevent Re-sending', () => {
it('should NOT re-send email if already SENT', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.SENT,
sentAt: new Date(),
messageId: 'already-sent-123',
});
const sesSpy = vi.mocked(sendRawEmail);
sesSpy.mockClear();
await EmailService.sendEmail(email.id);
expect(sesSpy).not.toHaveBeenCalled();
});
});
describe('Webhook Status Updates', () => {
it('should transition SENT → DELIVERED on delivery webhook', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.SENT,
});
await EmailService.handleWebhookEvent(email.id, 'delivered');
const delivered = await prisma.email.findUnique({
where: {id: email.id},
});
expect(delivered?.status).toBe(EmailStatus.DELIVERED);
expect(delivered?.deliveredAt).not.toBeNull();
});
it('should transition to OPENED on first open webhook', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.SENT,
});
await EmailService.handleWebhookEvent(email.id, 'opened');
const opened = await prisma.email.findUnique({
where: {id: email.id},
});
expect(opened?.status).toBe(EmailStatus.OPENED);
expect(opened?.openedAt).not.toBeNull();
expect(opened?.opens).toBe(1);
});
it('should increment opens counter on subsequent opens', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.OPENED,
openedAt: new Date(),
opens: 1,
});
const firstOpenedAt = email.openedAt;
await EmailService.handleWebhookEvent(email.id, 'opened');
const reopened = await prisma.email.findUnique({
where: {id: email.id},
});
expect(reopened?.opens).toBe(2);
expect(reopened?.openedAt).toEqual(firstOpenedAt);
});
it('should transition to CLICKED and track clicks', async () => {
const email = await factories.createEmail({
projectId,
contactId,
status: EmailStatus.SENT,
});
await EmailService.handleWebhookEvent(email.id, 'clicked');
const clicked = await prisma.email.findUnique({
where: {id: email.id},
});
expect(clicked?.status).toBe(EmailStatus.CLICKED);
expect(clicked?.clickedAt).not.toBeNull();
expect(clicked?.clicks).toBe(1);
});
it('should transition to BOUNCED on bounce webhook and unsubscribe contact', async () => {
const contact = await factories.createContact({
projectId,
subscribed: true,
});
const email = await factories.createEmail({
projectId,
contactId: contact.id,
status: EmailStatus.SENT,
});
await EmailService.handleWebhookEvent(email.id, 'bounced');
const bounced = await prisma.email.findUnique({
where: {id: email.id},
});
expect(bounced?.status).toBe(EmailStatus.BOUNCED);
expect(bounced?.bouncedAt).not.toBeNull();
// Verify contact was unsubscribed
const unsubscribedContact = await prisma.contact.findUnique({
where: {id: contact.id},
});
expect(unsubscribedContact?.subscribed).toBe(false);
// Verify unsubscription event was tracked
const event = await prisma.event.findFirst({
where: {
projectId,
contactId: contact.id,
name: 'contact.unsubscribed',
},
});
expect(event).not.toBeNull();
expect(event?.data).toMatchObject({reason: 'bounce'});
});
});
});
// ========================================
// EMAIL STATISTICS
// ========================================
describe('Email Statistics', () => {
it('should calculate accurate email stats', async () => {
await factories.createEmail({projectId, contactId, status: EmailStatus.SENT});
await factories.createEmail({projectId, contactId, status: EmailStatus.SENT});
await factories.createEmail({projectId, contactId, status: EmailStatus.DELIVERED});
await factories.createEmail({projectId, contactId, status: EmailStatus.OPENED});
await factories.createEmail({projectId, contactId, status: EmailStatus.CLICKED});
await factories.createEmail({projectId, contactId, status: EmailStatus.BOUNCED});
await factories.createEmail({projectId, contactId, status: EmailStatus.FAILED});
const stats = await EmailService.getStats(projectId);
expect(stats.total).toBe(7);
expect(stats.sent).toBe(2);
expect(stats.delivered).toBe(1);
expect(stats.opened).toBe(1);
expect(stats.clicked).toBe(1);
expect(stats.bounced).toBe(1);
expect(stats.failed).toBe(1);
});
it('should calculate open rate correctly', async () => {
// Create 10 SENT emails, 5 of which are OPENED
// OPENED status counts as both sent and opened
for (let i = 0; i < 5; i++) {
await factories.createEmail({projectId, contactId, status: EmailStatus.SENT});
}
for (let i = 0; i < 5; i++) {
await factories.createEmail({projectId, contactId, status: EmailStatus.OPENED});
}
const stats = await EmailService.getStats(projectId);
// Total sent = 5 (SENT) + 5 (OPENED) = 10
// Total opened = 5 (OPENED)
// Open rate = 5/10 * 100 = 50%
// BUT: EmailService counts SENT separately from OPENED
// So opened/sent = 5/5 = 100%
// This is a quirk of how EmailStatus works - OPENED doesn't include SENT count
expect(stats.sent).toBe(5); // Only EmailStatus.SENT
expect(stats.opened).toBe(5); // Only EmailStatus.OPENED
expect(stats.total).toBe(10);
});
it('should handle zero sent emails without division by zero', async () => {
await factories.createEmail({projectId, contactId, status: EmailStatus.PENDING});
const stats = await EmailService.getStats(projectId);
expect(stats.openRate).toBe(0);
expect(stats.clickRate).toBe(0);
expect(stats.bounceRate).toBe(0);
});
});
// ========================================
// EMAIL ATTACHMENTS
// ========================================
describe('Email Attachments', () => {
it('should send email with a single attachment', async () => {
const attachment = {
filename: 'invoice.pdf',
content: Buffer.from('PDF content here').toString('base64'),
contentType: 'application/pdf',
};
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId,
subject: 'Your Invoice',
body: 'Please find your invoice attached',
from: '[email protected]',
attachments: [attachment],
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.attachments).toBeDefined();
const attachments = email.attachments as unknown as Array<{
filename: string;
contentType: string;
}>;
expect(Array.isArray(attachments)).toBe(true);
expect(attachments).toHaveLength(1);
expect(attachments[0]).toMatchObject({
filename: 'invoice.pdf',
contentType: 'application/pdf',
});
});
it('should send email with multiple attachments', async () => {
const attachments = [
{
filename: 'document1.pdf',
content: Buffer.from('PDF 1').toString('base64'),
contentType: 'application/pdf',
},
{
filename: 'image.png',
content: Buffer.from('PNG data').toString('base64'),
contentType: 'image/png',
},
{
filename: 'data.csv',
content: Buffer.from('CSV content').toString('base64'),
contentType: 'text/csv',
},
];
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId,
subject: 'Multiple Files',
body: 'Here are your files',
from: '[email protected]',
attachments,
});
expect(email.status).toBe(EmailStatus.PENDING);
const storedAttachments = email.attachments as unknown as Array<{filename: string}>;
expect(storedAttachments).toHaveLength(3);
expect(storedAttachments[0].filename).toBe('document1.pdf');
expect(storedAttachments[1].filename).toBe('image.png');
expect(storedAttachments[2].filename).toBe('data.csv');
});
it('should send email without attachments', async () => {
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId,
subject: 'No Attachments',
body: 'Simple email',
from: '[email protected]',
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.attachments).toBeNull();
});
it('should pass attachments to SES when sending', async () => {
const attachment = {
filename: 'test.txt',
content: Buffer.from('Test content').toString('base64'),
contentType: 'text/plain',
};
const email = await EmailService.sendTransactionalEmail({
projectId,
contactId,
subject: 'Test',
body: 'Test',
from: '[email protected]',
attachments: [attachment],
});
// Send the email
await EmailService.sendEmail(email.id);
// Verify SES was called with attachments
expect(vi.mocked(sendRawEmail)).toHaveBeenCalledWith(
expect.objectContaining({
attachments: [attachment],
}),
);
});
it('should handle attachments in campaign emails', async () => {
const contact = await factories.createContact({projectId, subscribed: true});
const campaign = await factories.createCampaign({projectId});
const attachment = {
filename: 'newsletter.pdf',
content: Buffer.from('Newsletter content').toString('base64'),
contentType: 'application/pdf',
};
const email = await EmailService.sendCampaignEmail({
projectId,
contactId: contact.id,
campaignId: campaign.id,
subject: 'Monthly Newsletter',
body: 'See attachment',
from: '[email protected]',
attachments: [attachment],
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.attachments).toBeDefined();
const storedAttachments = email.attachments as unknown as Array<{filename: string}>;
expect(storedAttachments[0].filename).toBe('newsletter.pdf');
});
it('should handle attachments in workflow emails', async () => {
const contact = await factories.createContact({projectId, subscribed: true});
const workflow = await factories.createWorkflow({projectId});
const execution = await factories.createWorkflowExecution(workflow.id, contact.id);
const attachment = {
filename: 'report.pdf',
content: Buffer.from('Report content').toString('base64'),
contentType: 'application/pdf',
};
const email = await EmailService.sendWorkflowEmail({
projectId,
contactId: contact.id,
subject: 'Your Report',
body: 'Report attached',
from: '[email protected]',
workflowExecutionId: execution.id,
attachments: [attachment],
});
expect(email.status).toBe(EmailStatus.PENDING);
expect(email.attachments).toBeDefined();
});
});
// ========================================
// ATTACHMENT SCHEMA VALIDATION
// ========================================
describe('Attachment Schema Validation', () => {
it('should validate attachment count limit (max 10)', () => {
const tooManyAttachments = Array.from({length: 11}, (_, i) => ({
filename: `file${i}.txt`,
content: Buffer.from('content').toString('base64'),
contentType: 'text/plain',
}));
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: tooManyAttachments,
});
expect(result.success).toBe(false);
if (!result.success) {
expect(result.error.errors.some(e => e.path.includes('attachments'))).toBe(true);
}
});
it('should validate attachment size limit (10MB total)', () => {
// Exceeds ~13.3M base64 chars limit
const largeContent = 'A'.repeat(14000000);
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'huge.txt',
content: largeContent,
contentType: 'text/plain',
},
],
});
expect(result.success).toBe(false);
});
it('should accept attachments within size limit', () => {
const validContent = Buffer.from('Small file content').toString('base64');
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
from: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'small.txt',
content: validContent,
contentType: 'text/plain',
},
],
});
expect(result.success).toBe(true);
});
it('should reject attachment with missing required fields', () => {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'test.txt',
// Missing content and contentType
},
],
});
expect(result.success).toBe(false);
});
it('should reject attachment with empty filename', () => {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: '',
content: Buffer.from('content').toString('base64'),
contentType: 'text/plain',
},
],
});
expect(result.success).toBe(false);
});
it('should reject attachment with filename exceeding 255 chars', () => {
const tooLongFilename = 'a'.repeat(256) + '.pdf';
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: tooLongFilename,
content: Buffer.from('content').toString('base64'),
contentType: 'text/plain',
},
],
});
expect(result.success).toBe(false);
});
it('should accept valid attachment with various content types', () => {
const contentTypes = ['application/pdf', 'image/png', 'image/jpeg', 'text/plain', 'application/zip'];
for (const contentType of contentTypes) {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
from: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'file.ext',
content: Buffer.from('data').toString('base64'),
contentType,
},
],
});
expect(result.success).toBe(true);
}
});
it('should accept inline attachment with contentId', () => {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
from: '[email protected]',
subject: 'Inline Image',
body: '<img src="cid:logo" />',
attachments: [
{
filename: 'logo.png',
content: Buffer.from('image').toString('base64'),
contentType: 'image/png',
contentId: 'logo',
disposition: 'inline',
},
],
});
expect(result.success).toBe(true);
if (result.success) {
const attachment = result.data.attachments![0];
expect(attachment.contentId).toBe('logo');
expect(attachment.disposition).toBe('inline');
}
});
it('should reject contentId exceeding 255 chars', () => {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'image.png',
content: Buffer.from('content').toString('base64'),
contentType: 'image/png',
contentId: 'a'.repeat(256),
disposition: 'inline',
},
],
});
expect(result.success).toBe(false);
});
it('should reject invalid disposition', () => {
const result = ActionSchemas.send.safeParse({
to: '[email protected]',
subject: 'Test',
body: 'Test',
attachments: [
{
filename: 'image.png',
content: Buffer.from('content').toString('base64'),
contentType: 'image/png',
disposition: 'invalid-disposition',
},
],
});
expect(result.success).toBe(false);
});
});
});
// ========================================
// SES MIME BOUNDARY STRUCTURE
// ========================================
// These tests verify the raw MIME assembly logic inside sendRawEmail.
// They need the REAL sendRawEmail (not the mock above), so we mock
// at the AWS SDK level instead.
describe('SES MIME Boundary Structure', () => {
beforeEach(() => {
vi.clearAllMocks();
});
it('should correctly structure MIME boundaries for mixed content (attachments)', async () => {
const {sendRawEmail: realSendRawEmail, ses} = await vi.importActual<typeof import('../SESService')>('../SESService');
const params = {
from: {name: 'Sender', email: '[email protected]'},
to: ['[email protected]'],
content: {subject: 'Test Subject', html: '<p>Hello world</p>'},
attachments: [
{
filename: 'test.txt',
content: 'SGVsbG8=',
contentType: 'text/plain',
disposition: 'attachment' as const,
},
],
};
await realSendRawEmail(params);
expect(ses.sendRawEmail).toHaveBeenCalled();
const callArgs = (ses.sendRawEmail as Mock).mock.calls[0][0];
const rawMessage = new TextDecoder().decode(callArgs.RawMessage.Data);
// Verify boundary hierarchy: Mixed -> Alternative
expect(rawMessage).toMatch(/^From:.*Content-Type: multipart\/mixed; boundary="([^"]+)"/s);
expect(rawMessage).toMatch(/Content-Type: multipart\/alternative; boundary="([^"]+)"/);
const mixedBoundaryMatch = rawMessage.match(/boundary="([^"]+)"/);
const mixedBoundary = mixedBoundaryMatch ? mixedBoundaryMatch[1] : '';
expect(rawMessage).toContain(`--${mixedBoundary}\nContent-Type: multipart/alternative`);
expect(rawMessage).toContain(`--${mixedBoundary}--`);
});
it('should correctly structure MIME boundaries for related content (inline images)', async () => {
const {sendRawEmail: realSendRawEmail, ses} = await vi.importActual<typeof import('../SESService')>('../SESService');
const params = {
from: {name: 'Sender', email: '[email protected]'},
to: ['[email protected]'],
content: {subject: 'Test Subject', html: '<p>Hello world <img src="cid:image1"></p>'},
attachments: [
{
filename: 'image.png',
content:
'iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAQAAAC1HAwCAAAAC0lEQVR42mNk+A8AAQUBAScY42YAAAAASUVORK5CYII=',
contentType: 'image/png',
contentId: 'image1',
disposition: 'inline' as const,
},
],
};
await realSendRawEmail(params);
const callArgs = (ses.sendRawEmail as Mock).mock.calls[0][0];
const rawMessage = new TextDecoder().decode(callArgs.RawMessage.Data);
// Verify boundary hierarchy: Related -> Alternative
expect(rawMessage).toMatch(/^From:.*Content-Type: multipart\/related; boundary="([^"]+)"/s);
const relatedBoundaryMatch = rawMessage.match(/boundary="([^"]+)"/);
const relatedBoundary = relatedBoundaryMatch ? relatedBoundaryMatch[1] : '';
expect(rawMessage).toContain(`--${relatedBoundary}\nContent-Type: multipart/alternative`);
expect(rawMessage).toContain(`Content-Disposition: inline; filename="image.png"`);
expect(rawMessage).toContain(`--${relatedBoundary}--`);
});
it('should correctly nest mixed > related > alternative boundaries', async () => {
const {sendRawEmail: realSendRawEmail, ses} = await vi.importActual<typeof import('../SESService')>('../SESService');
const params = {
from: {name: 'Sender', email: '[email protected]'},
to: ['[email protected]'],
content: {subject: 'Test Subject', html: '<p>Hello world <img src="cid:image1"></p>'},
attachments: [
{
filename: 'test.txt',
content: 'SGVsbG8=',
contentType: 'text/plain',
disposition: 'attachment' as const,
},
{
filename: 'image.png',
content:
'iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAQAAAC1HAwCAAAAC0lEQVR42mNk+A8AAQUBAScY42YAAAAASUVORK5CYII=',
contentType: 'image/png',
contentId: 'image1',
disposition: 'inline' as const,
},
],
};
await realSendRawEmail(params);
const callArgs = (ses.sendRawEmail as Mock).mock.calls[0][0];
const rawMessage = new TextDecoder().decode(callArgs.RawMessage.Data);
// Root should be mixed
expect(rawMessage).toMatch(/^From:.*Content-Type: multipart\/mixed; boundary="([^"]+)"/s);
const mixedMatch = rawMessage.match(/Content-Type: multipart\/mixed; boundary="([^"]+)"/);
const mixedBoundary = mixedMatch ? mixedMatch[1] : 'NOT_FOUND_MIXED';
// Within mixed, we should find related
expect(rawMessage).toContain(`--${mixedBoundary}\nContent-Type: multipart/related`);
const relatedMatch = rawMessage.match(/Content-Type: multipart\/related; boundary="([^"]+)"/);
const relatedBoundary = relatedMatch ? relatedMatch[1] : 'NOT_FOUND_RELATED';
// Within related, we should find alternative
expect(rawMessage).toContain(`--${relatedBoundary}\nContent-Type: multipart/alternative`);
const altMatch = rawMessage.match(/Content-Type: multipart\/alternative; boundary="([^"]+)"/);
const altBoundary = altMatch ? altMatch[1] : 'NOT_FOUND_ALT';
// Verify all closing boundaries exist
expect(rawMessage).toContain(`--${altBoundary}--`);
expect(rawMessage).toContain(`--${relatedBoundary}--`);
expect(rawMessage).toContain(`--${mixedBoundary}--`);
});
});