---
issue: "008"
title: "sendFileMessage posts to wrong endpoint — file uploads always fail in chat"
severity: critical
domain: chat
labels: [frontend, bug]
status: open
created: 2026-05-29
source: Doc vs Code Audit 2026-05-29
---

# 🔴 sendFileMessage posts to wrong endpoint — file uploads always fail in chat

**Severity:** critical
**Domain:** chat
**Labels:** frontend, bug

## Description

`frontend/src/actions/chat.ts` (line ~386) sends file upload multipart form data to `endpoints.chat.sendMessage` which resolves to `POST /api/chat/:id/messages` — the text message endpoint.

The actual backend file upload endpoint is `POST /api/chat/:id/messages/file`.

The text-message handler expects a JSON body with a `content` string field, not a multipart payload. The file upload either fails or the attachment is silently discarded.

## Current Behavior

User picks a file in the chat input → `sendFileMessage` POSTs multipart to `/chat/:id/messages` → backend text handler rejects or ignores the multipart payload → file is never uploaded or stored.

## Expected Behavior

`sendFileMessage` should POST to `/api/chat/:id/messages/file` with the multipart form data. The response should include a message with an `attachments` array.

## Affected Files

- `frontend/src/actions/chat.ts` — `sendFileMessage` function uses `endpoints.chat.sendMessage`
- `frontend/src/lib/axios.ts` — no `endpoints.chat.sendFileMessage` entry exists; needs to be added as `/chat/:id/messages/file`

## References

- [Doc vs Code Audit Report](../09%20-%20Audits/Doc%20vs%20Code%20Audit%20Report%20-%202026-05-29.md) — Finding C19