Authentication token expiration causes request failures even after re-authentication

Description:

Since approximately 3 days ago, I'm experiencing a critical authentication issue where session token expiration consistently causes request failures, even after successful re-authentication.

Bug Behavior:

1. Session token expires during normal usage (403 error: "The security token included in the request is expired")
2. Claude Code automatically attempts to re-authenticate (shows retry attempts: 1/10, 2/10, etc.)
3. Re-authentication appears to succeed
4. However, the original request still fails with the same token expiration error
5. This pattern repeats on every session expiration

Expected Behavior:
After successful re-authentication, the original request should be retried and succeed, not continue to fail with the same token expiration error.

Frequency:
This happens every single time a session expires - 100% reproduction rate.

Timeline:

• Started: Approximately 3 days ago (around December 20, 2025)
• Prior behavior: This issue did not occur before; re-authentication worked correctly

Environment:

• Tool: Claude Code CLI
• Model: claude-sonnet-4-5-20250929 (EU)
• Platform: macOS (Darwin 24.6.0)
• Date: December 23, 2025

Impact:
This forces manual intervention on every session expiration, significantly disrupting workflow and making the tool unreliable for longer sessions.

Suspected Cause:
The re-authentication mechanism appears to refresh the token, but the original failed request may not be properly retrying with the new token, instead continuing to use the expired token.