After spending quite a while trying to figure this out I’m posting it as a reminder in future
POST http://example.com/upload.php HTTP/1.1 User-Agent: Photo Uploader (foobar/1.0.0) Content-Type: multipart/form-data; boundary=AaB03x Content-Length: xxxx --AaB03x Content-Disposition: form-data; name="foo" Content-Type: text/plain; charset=utf-8 12345 --AaB03x Content-Disposition: form-data; name="Filename" Content-Type: text/plain; charset=utf-8 image1.jpg --AaB03x Content-Disposition: form-data; name="MimeType" Content-Type: text/plain; charset=utf-8 image/jpeg --AaB03x Content-Disposition: form-data; name="ImageData"; filename="image1.jpg" Content-Type: image/jpeg Content-Transfer-Encoding: binary--AaB03x--