I have spent two days trying to send an email via [Google OAuth playground](https://developers.google.com/oauthplayground/) with no luck. Here is the raw message I am trying to send:

```
To: "Stanley Smith" <stan.smith@yahoo.com>\r\nContent-type: text/html;charset=iso-8859-1\r\nMIME-Version: 1.0\r\nSubject: this would be the subject\r\n\r\nThis is the email sent by Stanley Smith

```

I base64 encode (url-safe encode) that and then put the encoded string in the request body as such

```
{
    "raw": "VG86ICJTdGFubGV5IFNtaXRoIiA8c3Rhbi5zbWl0aEB5YWhvby5jb20+XHJcbkNvbnRlbnQtdHlwZTogdGV4dC9odG1sO2NoYXJzZXQ9aXNvLTg4NTktMVxyXG5NSU1FLVZlcnNpb246IDEuMFxyXG5TdWJqZWN0OiB0aGlzIHdvdWxkIGJlIHRoZSBzdWJqZWN0XHJcblxyXG5UaGlzIGlzIHRoZSBlbWFpbCBzZW50IGJ5IFN0YW5sZXkgU21pdGgK"
}

```

I then click send request and I keep getting this error:

```
HTTP/1.1 400 Bad Request
Content-length: 188
X-xss-protection: 1; mode=block
X-content-type-options: nosniff
Expires: Fri, 16 Dec 2016 15:27:27 GMT
Vary: Origin,X-Origin
Server: GSE
Cache-control: private, max-age=0
Date: Fri, 16 Dec 2016 15:27:27 GMT
X-frame-options: SAMEORIGIN
Content-type: application/json; charset=UTF-8
{
  "error": {
    "code": 400, 
    "message": "Invalid to header", 
    "errors": [
      {
        "domain": "global", 
        "message": "Invalid to header", 
        "reason": "invalidArgument"
      }
    ]
  }
}

```

I am following RFC 2822 so I have no idea why I am getting this error. Why am I getting this error?