How can I use E-Mailrelay to implement DKIM?

Question

I am trying to add DKIM to an existing windows server which is currently using IIS SMTP for outgoing mail.

It seems like this could be done by using E-Mailrelay. Unfortunately I could not find any reference on how exactly to configure DKIM in E-Mailrelay.

Is there something I missed in the docs or perhaps some third party tutorial that describes how to do this?

Answer 1

Here: https://sourceforge.net/projects/dkimsigningfilter/files/latest/download is an compiled app based on the modified code above. The installer saves the domain, selector, and key path to the config.txt file at the location ./config. The program acts as a filter for E-Mailrelay.

Answer 2

I implemented a simple command line app with C# / NET 6 to act as a filter in E-MailRelay:

using System.IO;
using System.Text;
using MimeKit;
using MimeKit.Cryptography;

namespace E_MailRelay.DKIM.Filter;

/// <summary>
/// Reads an e-mail message, adds a Hardcoded DKIM signature and and writes 
the updated message back to disk
/// Note that this requires the installation MailKit to work. 
/// </summary>


internal class Program
{
private const string DKIMSelector = "ENTER_YOUR_DKIM_SELECTOR_HERE";
private const string _DKIMDomain = "ENTER_YOUR_DOMAIN_NAME_HERE";
private const string DKIMPrivateKey = "-----BEGIN RSA PRIVATE KEY-----\r\n"
                                      + @"ENTER_YOUR_PRIVATE_KEY_HERE"
                                      + "\r\n-----END RSA PRIVATE KEY-----";

private static int Main(string[] args)
{
    LoadSignAndRewriteMail(args);
    return 102;
}

private static void LoadSignAndRewriteMail(string[] args)
{
    var emailMessage = MimeMessage.Load(args[0]);
    if (!emailMessage.Headers.Contains(HeaderId.DkimSignature)
        && !emailMessage.Headers.Contains(HeaderId.DomainKeySignature))
    {
        SignMail(emailMessage);
    }

    emailMessage.WriteTo(args[0]);
}


private static void SignMail(MimeMessage emailMessage)
{
    var pk = DKIMPrivateKey;
    MemoryStream stream = new(Encoding.UTF8.GetBytes(pk));
    {
        stream.Position = 0;
    }



    var dkimSigner = new DkimSigner(stream, _DKIMDomain, DKIMSelector);


    HeaderId[] dkimSignHeaders =
    {
        HeaderId.To, HeaderId.Cc, HeaderId.Subject, HeaderId.From, HeaderId.Date, HeaderId.MessageId, HeaderId.Body,
        HeaderId.Date, HeaderId.MimeVersion, HeaderId.Sender, HeaderId.ReplyTo, HeaderId.ContentTransferEncoding,
        HeaderId.ContentId, HeaderId.ContentDescription, HeaderId.ResentDate, HeaderId.ResentFrom,
        HeaderId.ResentSender, HeaderId.ResentTo, HeaderId.ResentCc, HeaderId.ResentMessageId, HeaderId.InReplyTo,
        HeaderId.References
    };

    dkimSigner.Sign(FormatOptions.Default, emailMessage, dkimSignHeaders);
}
}