Can't send rich text message from Firefox

[sosnovsky]

When trying to send encrypted message with enabled Rich text (PGP/MIME) mode in Firefox, I get such error from POST https://www.googleapis.com/upload/gmail/v1/users/me/messages/send?uploadType=multipart request:

{
  "error": {
    "code": 500,
    "message": "Internal error encountered.",
    "errors": [
      {
        "message": "Internal error encountered.",
        "domain": "global",
        "reason": "backendError"
      }
    ],
    "status": "INTERNAL"
  }
}

Disabling rich text mode fixes issue and message is sent without any errors.

[martgil]

We received user reports related to this bug report. Below are the affected users that needs to informed when the issue gets fixed:

https://mail.google.com/mail/u/human@flowcrypt.com/#inbox/FMfcgzQZSsHbCfXstkFwGHFQJhMZlJnJ

[sosnovsky]

Hi @ioanmo226, please work on this one after finishing #5913, thanks!

[sosnovsky]

Just tried again - still fails for me in firefox, to reproduce it I just compose rich text message with text hello and try to send.

Btw I think we need to check backend server error logs for this?

Error is returned by Google API, so unfortunately we can't check logs for exact reason of sending failure.

However, I tried to send rich text message with flowcrypt.compatibility account and it worked without any errors, but it fails for my personal @flowcrypt.com account. Did you try to send rich text message with your personal account?

[sosnovsky]

Seems to be quite random - tested it with my another @gmail.com account and sending fails there too.

[sosnovsky]

Thanks for checking! Seems to be not so widespread issue, can be moved to the next milestone.
@martgil were you able to reproduce this issue when sending rich-text message with your account?

[martgil]

Sorry but I haven't tested it, yet - I'll try to reproduce this on my end now and will provide more details as soon as I can.

[martgil]

Hello team, we haven't been had any good resources of how that error happened but it looks like it happened very unpredictably. It may have been an issue with Gmail, no? This issue doesn't seem to pop up not until the last month - https://stackoverflow.com/questions/79336831/increasing-error-500-on-gmail-api-sending.

Maybe there's a sudden change on Gmail, since they are trying to implement Gemini on Gmail lately - it could be unrelated to this.

I haven't been able to reproduce the issue on my end. @sosnovsky If you're still able to replicate the issue on your firefox browser consistently, could you please try to send both exact same secure message content aside the major difference where two messages are rich text and the other is not. After that, get the both HTTP POST request to going https://www.googleapis.com/upload/gmail/v1/users/me/messages/send?uploadType=multipart for both of the sending options. Try diffing those two requests afterwards. If one with the regular secure email (non-rich text) would go through, and the other is not, maybe there's a few changes that we need to adjust. Those adjustment is something we can spot depending on the result of the diff.

[martgil]

This seems like error is happening to Google occasionally as per https://cloud.google.com/storage/docs/json_api/v1/status-codes#500_Internal_Server_Error