[BUG] Conversation breaks(throws 400) after image encoding error

Resolved 💬 5 comments Opened Jan 11, 2026 by paocg01-ops Closed Feb 26, 2026

Preflight Checklist

  • [x] I have searched existing issues and this hasn't been reported yet
  • [x] This is a single bug report (please file separate reports for different bugs)
  • [x] I am using the latest version of Claude Code

What's Wrong?

Claude Code Agent
Terminal: VSCode terminal
Bug Description
Conversation breaks(throws 400) after image encoding error

API Error: 400 {"type":"error","error":{"type":"invalid_request_error","message":"messages.18.content.1.image.source.base64.data: Image does not match the provided media type image/png"},"request_id":"req_011CX1CkXwBv6rT1SnpzMsgw"}

What Should Happen?

Expected Behavior
Working as normal

Actual Behavior
Throws 400 error for each prompt

Error Messages/Logs

API Error: 400 {"type":"error","error":{"type":"invalid_request_error","message":"messages.18.content.1.image.source.base64.data: Image does not match the provided media type image/png"},"request_id":"req_011CX1CkXwBv6rT1SnpzMsgw"}

Steps to Reproduce

Take a broken image file and make the text part of your context.
send the prompt.

Claude Model

Sonnet (default)

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.1.5

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

VS Code integrated terminal

Additional Information

_No response_

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