Thunderbird can't connect to Dovecot (bad certificate: SSL alert number 42) - sni

Tue Oct 11 13:17:28 UTC 2022

ok it appears that all this revolves around openssl

does anyone have explicit instructions on how to generate a proper ssl

key, csr etc file

with the proper SAN & CN etc

i tried

# openssl req -new -nodes -newkey rsa:2048 -config ./openssl.cnf 
-reqexts req_ext -keyout mail.paulkudla.net.key -out mail.paulkudla.net.csr
Error Loading request extension section req_ext

34371092480:error:22075075:X509 V3 
routines:v2i_GENERAL_NAME_ex:unsupported 
option:/usr/src/crypto/openssl/crypto/x509v3/v3_alt.c:534:name=SAN.1

34371092480:error:22098080:X509 V3 routines:X509V3_EXT_nconf:error in 
extension:/usr/src/crypto/openssl/crypto/x509v3/v3_conf.c:47:name=subjectAltName, 
value=@alt_names

and got the errors above

there not seem to be much on the web about how to generate these certs??

Happy Tuesday !!!
Thanks - paul

Paul Kudla

Scom.ca Internet Services <http://www.scom.ca>
004-1009 Byron Street South
Whitby, Ontario - Canada
L1N 4S3

Toronto 416.642.7266
Main 1.866.411.7266
Fax 1.888.892.7266
Email paul at scom.ca

On 10/11/2022 7:47 AM, Paul Kudla (SCOM.CA Internet Services Inc.) wrote:
> 
> 
> Good morning to all
> 
> i guess things have changed yet again
> 
> to keep this simple :
> 
> i buy a certificate (example) : mail.paulkudla.net
> 
> i generated the key / csr as per normal using
> 
> data = '/usr/local/bin/openssl req -new -key /tmp/temp.key -out 
> /tmp/temp.csr -subj "/C=%s/ST=%s/L=%s/O=%s/CN=%s"' 
> %(country,state,location,organization,self.domain)
> 
> please note the above is done in django
> 
> (yes i am running thunderbird v102)
> 
> i go buy the certificate
> 
> i database the CRT & CA
> 
> CSR is :
> 
> -----BEGIN CERTIFICATE REQUEST-----
> MIICpzCCAY8CAQAwYjELMAkGA1UEBhMCQ0ExEDAOBgNVBAgMB09udGFyaW8xDzAN
> BgNVBAcMBldoaXRieTETMBEGA1UECgwKUGF1bCBLdWRsYTEbMBkGA1UEAwwSbWFp
> bC5wYXVsa3VkbGEubmV0MIIBIjANBgkqhkiG9w0BAQEFAAOCAQ8AMIIBCgKCAQEA
> mSWAdwbxwjkjALQa4UdgOBHcFJDA5XkGI/8SswotYMnzjRAAE4S88vUTO3ltMasY
> rprEvWEiEzUrRon3hh1ZZguV775fNCbyKUGKwGLKPDpmKxYCsE4gi2z7LKY13wSv
> lLE8++Hqvt3cmZZ+wxWP/hy6LcS/6PvUPgN7S+cEC5TNLQ6VRZdpSGolRCrN9hsN
> 15GWYEQ/zcLW2PeCWav9DOr6NHBRE+fruDy3jFT0TkHWf3H+GKB0/RZ0agMJcEGc
> ZLdJ1LkvNAn6gslppm3otZyu7XTvY9qZXcYOlMN0KL3a3488OwXTwWJHEN58eCMc
> juax1f7ad8Z/+Pi+OFwfWQIDAQABoAAwDQYJKoZIhvcNAQELBQADggEBAFgL24yi
> WPat73tg1fANvutWXa2WEXeegqOawqvsV74lcyqMes8yhxiz/niOAt3oOLmViRF4
> VlorgUwL0eAxtNeY4lgURW6XM5oz8TBINnPPohSAuDL9azLV1U1+M/vAvLs+LRd9
> 7wfVCN5bov7y735u2w38GAjmXJCBdoc+glUa+eGd5WH2+r/QQW/lRqVTDq+arqNk
> 9DTZc73gDCDmV45vTtbrlLnOxtmpqaQKsoFCCJW8OWaaDXfc8I+TdClVsThsbrWu
> iz1/QClBPbKvfufNb+asTQSCDeJFc2EynDSE1yeYzliMLo+77ZoMqJPvI9IJCuj5
> yq88NESoIYaO6Do=
> -----END CERTIFICATE REQUEST-----
> 
> CRT is :
> 
> -----BEGIN CERTIFICATE-----
> MIIGRTCCBS2gAwIBAgIRAKTmHoDG9LF3heBvAT8gZkYwDQYJKoZIhvcNAQELBQAw
> gY8xCzAJBgNVBAYTAkdCMRswGQYDVQQIExJHcmVhdGVyIE1hbmNoZXN0ZXIxEDAO
> BgNVBAcTB1NhbGZvcmQxGDAWBgNVBAoTD1NlY3RpZ28gTGltaXRlZDE3MDUGA1UE
> AxMuU2VjdGlnbyBSU0EgRG9tYWluIFZhbGlkYXRpb24gU2VjdXJlIFNlcnZlciBD
> QTAeFw0yMjA2MTYwMDAwMDBaFw0yMzA2MTYyMzU5NTlaMB0xGzAZBgNVBAMTEm1h
> aWwucGF1bGt1ZGxhLm5ldDCCASIwDQYJKoZIhvcNAQEBBQADggEPADCCAQoCggEB
> AJklgHcG8cI5IwC0GuFHYDgR3BSQwOV5BiP/ErMKLWDJ840QABOEvPL1Ezt5bTGr
> GK6axL1hIhM1K0aJ94YdWWYLle++XzQm8ilBisBiyjw6ZisWArBOIIts+yymNd8E
> r5SxPPvh6r7d3JmWfsMVj/4cui3Ev+j71D4De0vnBAuUzS0OlUWXaUhqJUQqzfYb
> DdeRlmBEP83C1tj3glmr/Qzq+jRwURPn67g8t4xU9E5B1n9x/higdP0WdGoDCXBB
> nGS3SdS5LzQJ+oLJaaZt6LWcru1072PamV3GDpTDdCi92t+PPDsF08FiRxDefHgj
> HI7msdX+2nfGf/j4vjhcH1kCAwEAAaOCAwswggMHMB8GA1UdIwQYMBaAFI2MXsRU
> rYrhd+mb+ZsF4bgBjWHhMB0GA1UdDgQWBBROA5NFqfrlHGbkp9v1JBxZe0fZsDAO
> BgNVHQ8BAf8EBAMCBaAwDAYDVR0TAQH/BAIwADAdBgNVHSUEFjAUBggrBgEFBQcD
> AQYIKwYBBQUHAwIwSQYDVR0gBEIwQDA0BgsrBgEEAbIxAQICBzAlMCMGCCsGAQUF
> BwIBFhdodHRwczovL3NlY3RpZ28uY29tL0NQUzAIBgZngQwBAgEwgYQGCCsGAQUF
> BwEBBHgwdjBPBggrBgEFBQcwAoZDaHR0cDovL2NydC5zZWN0aWdvLmNvbS9TZWN0
> aWdvUlNBRG9tYWluVmFsaWRhdGlvblNlY3VyZVNlcnZlckNBLmNydDAjBggrBgEF
> BQcwAYYXaHR0cDovL29jc3Auc2VjdGlnby5jb20wNQYDVR0RBC4wLIISbWFpbC5w
> YXVsa3VkbGEubmV0ghZ3d3cubWFpbC5wYXVsa3VkbGEubmV0MIIBfQYKKwYBBAHW
> eQIEAgSCAW0EggFpAWcAdgCt9776fP8QyIudPZwePhhqtGcpXc+xDCTKhYY069yC
> igAAAYFsxJHxAAAEAwBHMEUCIQDxa9L+JaMJJImKuYPmfCAwJOiGXwECgtruOegv
> vPqGpwIgWW8B0SWqVNPEFBveoBlIZF3jjj4nQIzYi2LnLizoVDMAdQB6MoxU2Lct
> tiDqOOBSHumEFnAyE4VNO9IrwTpXo1LrUgAAAYFsxJHJAAAEAwBGMEQCIDIgNptW
> Qum0KFyemHNTTfonlq4FvWTgzR1AGUnOgotPAiAAiwyN9MjZNiP76P3fel6BqEqj
> jwnSVleJR1DgLIoyPQB2AOg+0No+9QY1MudXKLyJa8kD08vREWvs62nhd31tBr1u
> AAABgWzEkYoAAAQDAEcwRQIgOYjevKp5RI+c0JhIi6JflaxiNokRTSeXN6LrdIVt
> Cf8CIQCG+aLreYVV8xCPV0skr0ats5zMf5PLPN2y8EIxGPPNVTANBgkqhkiG9w0B
> AQsFAAOCAQEAJX544qDTgkGGLUOher7tH7yUgEhQFYkBDAirO37MXrhtuzH6pGSp
> XfYVNB9e2ydprfmLDh8O8oTaXpaQfp/jwK3U0GfvG57MfdQTLOunpWnCjaMUPUcv
> jPU90/mXc5oWlO5iJ6jPDkS/x47K03P6vftSr7AMwnLq4kYwuG9fHLslMHhoojen
> 9S2G1QjKVp5jkFecmQib+JOZV9Ub9r6iumHICfdcSO+tyBL2IDqWDQhuAVUXgyOV
> 11O9ZgikoeRhgsMhwiQA1z/Fs6Xqx/XCs6nUciebRiQuuHYm/PUG2H+tg0sLhJ6L
> ntIEhjjkumL0oJEfDidP/8wmrsPuwfSDCQ==
> -----END CERTIFICATE-----
> 
> CA (INTER) :
> 
> -----BEGIN CERTIFICATE-----
> MIIGEzCCA/ugAwIBAgIQfVtRJrR2uhHbdBYLvFMNpzANBgkqhkiG9w0BAQwFADCB
> iDELMAkGA1UEBhMCVVMxEzARBgNVBAgTCk5ldyBKZXJzZXkxFDASBgNVBAcTC0pl
> cnNleSBDaXR5MR4wHAYDVQQKExVUaGUgVVNFUlRSVVNUIE5ldHdvcmsxLjAsBgNV
> BAMTJVVTRVJUcnVzdCBSU0EgQ2VydGlmaWNhdGlvbiBBdXRob3JpdHkwHhcNMTgx
> MTAyMDAwMDAwWhcNMzAxMjMxMjM1OTU5WjCBjzELMAkGA1UEBhMCR0IxGzAZBgNV
> BAgTEkdyZWF0ZXIgTWFuY2hlc3RlcjEQMA4GA1UEBxMHU2FsZm9yZDEYMBYGA1UE
> ChMPU2VjdGlnbyBMaW1pdGVkMTcwNQYDVQQDEy5TZWN0aWdvIFJTQSBEb21haW4g
> VmFsaWRhdGlvbiBTZWN1cmUgU2VydmVyIENBMIIBIjANBgkqhkiG9w0BAQEFAAOC
> AQ8AMIIBCgKCAQEA1nMz1tc8INAA0hdFuNY+B6I/x0HuMjDJsGz99J/LEpgPLT+N
> TQEMgg8Xf2Iu6bhIefsWg06t1zIlk7cHv7lQP6lMw0Aq6Tn/2YHKHxYyQdqAJrkj
> eocgHuP/IJo8lURvh3UGkEC0MpMWCRAIIz7S3YcPb11RFGoKacVPAXJpz9OTTG0E
> oKMbgn6xmrntxZ7FN3ifmgg0+1YuWMQJDgZkW7w33PGfKGioVrCSo1yfu4iYCBsk
> Haswha6vsC6eep3BwEIc4gLw6uBK0u+QDrTBQBbwb4VCSmT3pDCg/r8uoydajotY
> uK3DGReEY+1vVv2Dy2A0xHS+5p3b4eTlygxfFQIDAQABo4IBbjCCAWowHwYDVR0j
> BBgwFoAUU3m/WqorSs9UgOHYm8Cd8rIDZsswHQYDVR0OBBYEFI2MXsRUrYrhd+mb
> +ZsF4bgBjWHhMA4GA1UdDwEB/wQEAwIBhjASBgNVHRMBAf8ECDAGAQH/AgEAMB0G
> A1UdJQQWMBQGCCsGAQUFBwMBBggrBgEFBQcDAjAbBgNVHSAEFDASMAYGBFUdIAAw
> CAYGZ4EMAQIBMFAGA1UdHwRJMEcwRaBDoEGGP2h0dHA6Ly9jcmwudXNlcnRydXN0
> LmNvbS9VU0VSVHJ1c3RSU0FDZXJ0aWZpY2F0aW9uQXV0aG9yaXR5LmNybDB2Bggr
> BgEFBQcBAQRqMGgwPwYIKwYBBQUHMAKGM2h0dHA6Ly9jcnQudXNlcnRydXN0LmNv
> bS9VU0VSVHJ1c3RSU0FBZGRUcnVzdENBLmNydDAlBggrBgEFBQcwAYYZaHR0cDov
> L29jc3AudXNlcnRydXN0LmNvbTANBgkqhkiG9w0BAQwFAAOCAgEAMr9hvQ5Iw0/H
> ukdN+Jx4GQHcEx2Ab/zDcLRSmjEzmldS+zGea6TvVKqJjUAXaPgREHzSyrHxVYbH
> 7rM2kYb2OVG/Rr8PoLq0935JxCo2F57kaDl6r5ROVm+yezu/Coa9zcV3HAO4OLGi
> H19+24rcRki2aArPsrW04jTkZ6k4Zgle0rj8nSg6F0AnwnJOKf0hPHzPE/uWLMUx
> RP0T7dWbqWlod3zu4f+k+TY4CFM5ooQ0nBnzvg6s1SQ36yOoeNDT5++SR2RiOSLv
> xvcRviKFxmZEJCaOEDKNyJOuB56DPi/Z+fVGjmO+wea03KbNIaiGCpXZLoUmGv38
> sbZXQm2V0TP2ORQGgkE49Y9Y3IBbpNV9lXj9p5v//cWoaasm56ekBYdbqbe4oyAL
> l6lFhd2zi+WJN44pDfwGF/Y4QA5C5BIG+3vzxhFoYt/jmPQT2BVPi7Fp2RBgvGQq
> 6jG35LWjOhSbJuMLe/0CjraZwTiXWTb2qHSihrZe68Zk6s+go/lunrotEbaGmAhY
> LcmsJWTyXnW0OMGuf1pGg+pRyrbxmRE1a6Vqe8YAsOf4vmSyrcjC8azjUeqkk+B5
> yOGBQMkKW+ESPMFgKuOXwIlCypTPRpgSabuY0MLTDXJLR27lk8QyKGOHQ+SwMj4K
> 00u/I5sUKUErmgQfky3xxzlIPK1aEn8=
> -----END CERTIFICATE-----
> -----BEGIN CERTIFICATE-----
> MIIFgTCCBGmgAwIBAgIQOXJEOvkit1HX02wQ3TE1lTANBgkqhkiG9w0BAQwFADB7
> MQswCQYDVQQGEwJHQjEbMBkGA1UECAwSR3JlYXRlciBNYW5jaGVzdGVyMRAwDgYD
> VQQHDAdTYWxmb3JkMRowGAYDVQQKDBFDb21vZG8gQ0EgTGltaXRlZDEhMB8GA1UE
> AwwYQUFBIENlcnRpZmljYXRlIFNlcnZpY2VzMB4XDTE5MDMxMjAwMDAwMFoXDTI4
> MTIzMTIzNTk1OVowgYgxCzAJBgNVBAYTAlVTMRMwEQYDVQQIEwpOZXcgSmVyc2V5
> MRQwEgYDVQQHEwtKZXJzZXkgQ2l0eTEeMBwGA1UEChMVVGhlIFVTRVJUUlVTVCBO
> ZXR3b3JrMS4wLAYDVQQDEyVVU0VSVHJ1c3QgUlNBIENlcnRpZmljYXRpb24gQXV0
> aG9yaXR5MIICIjANBgkqhkiG9w0BAQEFAAOCAg8AMIICCgKCAgEAgBJlFzYOw9sI
> s9CsVw127c0n00ytUINh4qogTQktZAnczomfzD2p7PbPwdzx07HWezcoEStH2jnG
> vDoZtF+mvX2do2NCtnbyqTsrkfjib9DsFiCQCT7i6HTJGLSR1GJk23+jBvGIGGqQ
> Ijy8/hPwhxR79uQfjtTkUcYRZ0YIUcuGFFQ/vDP+fmyc/xadGL1RjjWmp2bIcmfb
> IWax1Jt4A8BQOujM8Ny8nkz+rwWWNR9XWrf/zvk9tyy29lTdyOcSOk2uTIq3XJq0
> tyA9yn8iNK5+O2hmAUTnAU5GU5szYPeUvlM3kHND8zLDU+/bqv50TmnHa4xgk97E
> xwzf4TKuzJM7UXiVZ4vuPVb+DNBpDxsP8yUmazNt925H+nND5X4OpWaxKXwyhGNV
> icQNwZNUMBkTrNN9N6frXTpsNVzbQdcS2qlJC9/YgIoJk2KOtWbPJYjNhLixP6Q5
> D9kCnusSTJV882sFqV4Wg8y4Z+LoE53MW4LTTLPtW//e5XOsIzstAL81VXQJSdhJ
> WBp/kjbmUZIO8yZ9HE0XvMnsQybQv0FfQKlERPSZ51eHnlAfV1SoPv10Yy+xUGUJ
> 5lhCLkMaTLTwJUdZ+gQek9QmRkpQgbLevni3/GcV4clXhB4PY9bpYrrWX1Uu6lzG
> KAgEJTm4Diup8kyXHAc/DVL17e8vgg8CAwEAAaOB8jCB7zAfBgNVHSMEGDAWgBSg
> EQojPpbxB+zirynvgqV/0DCktDAdBgNVHQ4EFgQUU3m/WqorSs9UgOHYm8Cd8rID
> ZsswDgYDVR0PAQH/BAQDAgGGMA8GA1UdEwEB/wQFMAMBAf8wEQYDVR0gBAowCDAG
> BgRVHSAAMEMGA1UdHwQ8MDowOKA2oDSGMmh0dHA6Ly9jcmwuY29tb2RvY2EuY29t
> L0FBQUNlcnRpZmljYXRlU2VydmljZXMuY3JsMDQGCCsGAQUFBwEBBCgwJjAkBggr
> BgEFBQcwAYYYaHR0cDovL29jc3AuY29tb2RvY2EuY29tMA0GCSqGSIb3DQEBDAUA
> A4IBAQAYh1HcdCE9nIrgJ7cz0C7M7PDmy14R3iJvm3WOnnL+5Nb+qh+cli3vA0p+
> rvSNb3I8QzvAP+u431yqqcau8vzY7qN7Q/aGNnwU4M309z/+3ri0ivCRlv79Q2R+
> /czSAaF9ffgZGclCKxO/WIu6pKJmBHaIkU4MiRTOok3JMrO66BQavHHxW/BBC5gA
> CiIDEOUMsfnNkjcZ7Tvx5Dq2+UUTJnWvu6rvP3t3O9LEApE9GQDTF1w52z97GA1F
> zZOFli9d31kWTz9RvdVFGD/tSo7oBmF0Ixa1DVBzJ0RHfxBdiSprhTEUxOipakyA
> vGp4z7h/jnZymQyd/teRCBaho1+V
> -----END CERTIFICATE-----
> 
> 
> sni.conf :
> 
> local_name mail.paulkudla.net {
>    ssl_key = /programs/common/getssl.cert -c mail.paulkudla.net -q yes
>    ssl_cert = /programs/common/getssl.cert -c mail.paulkudla.net -q yes
>    ssl_ca = /programs/common/getssl.cert -c mail.paulkudla.net -q yes
> }
> 
> please note getssl.cert above is a program that returns the keys from 
> the database - worked perfectly fine before.
> 
> basically what do i have to add to what file (csr, cert, ca) to get the 
> sni to work again
> 
> for mail.paulkudla.net
> 
> so based on the mail lists
> 
> So in you example a valid .csr now contains:
> CN = example.com
> SAN.1 = example.com
> SAN.2 = www.example.com
> etc.
> 
> Of course you could also have:
> 
> CN = www.example.com
> SAN.1 = www.example.com
> SAN.2 = example.com
> 
> what do i modify (and how) ????
> 
> the above says to modify the csr ?
> 
> please keep in mind that the cert purchased is only for the name : 
> mail.paulkudla.net
> 
> thus i fail to see why it is throwing error 42, however this seems to be 
> a patch to thunderbird as well
> 
> i did not have to change the servers base ssl stuff (*.scom.ca) so that 
> is still working or will that need to be updated as well eventually
> 
> postfix is perfectly fine ?????
> 
> 
> 
> Note from sni.conf (ssl config file) - aka *.scom.ca is ok ?? :
> 
> ssl = yes
> verbose_ssl = yes
> ssl_dh =</usr/local/etc/dovecot/dh-4096.pem
> ssl_prefer_server_ciphers = yes
> #ssl_min_protocol = TLSv1.2
> 
> #Default *.scom.ca
> ssl_key =</usr/local/etc/dovecot/scom.pem
> ssl_cert =</usr/local/etc/dovecot/scom.pem
> ssl_ca =</usr/local/etc/dovecot/scom.pem
> 
> 
> 
> 
> 
> 
> 
> 
> 
> 
> 
> 