Gmail Error :The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required

Question

I am using following code to send email. The Code works correctly in my local Machine. But on Production server i am getting the error message

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Answer 1

I had the same problem for an application deployed to Microsoft Azure.

SmtpException: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required.

First I approved all unknown devices (some ip-addresses originating from Ireland) on the following page (signed in as the gmail user): https://security.google.com/settings/u/1/security/secureaccount

I used the following settings for the client:

var client = new SmtpClient("smtp.gmail.com");
client.Port = 587;
client.EnableSsl = true;
client.UseDefaultCredentials = false;
client.Credentials = new NetworkCredential("my_user_name@gmail.com", "my_password"); 

It started working only after I set the following property on the smtp-client:

client.TargetName = "STARTTLS/smtp.gmail.com";