Why don't you pass content-length header? Your server can check the header and know exactly how many bytes is the content being sent. How you read the header depends on which http framework you are using, ASP.NET Web Api, classic WCF Web Api, HttpListener, etc.
HttpWebRequest request = (HttpWebRequest)WebRequest.Create(new Uri(baseAddress));
request.Method = "POST";
request.ContentType = "application/octet-stream";
request.ContentLength = new FileInfo(openFileDialog1.FileName).Length
Without a Content-Length header, an http server can never know how many bytes are left to read. All it knows is there is a Stream and will read it till there is no more data. This is also how your browser can display a progress bar when downloading something. It takes bytesDownloaded / Content-Length.
According to this post: https://stackoverflow.com/a/8239268/1160036
You can access the header like this from your web method.
long dataLength = long.Parse(HttpContext.Current.Request.Headers["Content-Length"]);