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

2022-10-11 Thread Jochen Bern 

On 11.10.22 17:46, Paul Kudla (SCOM.CA Internet Services Inc.) wrote:

ok according to
https://www.openssl.org/docs/man1.0.2/man5/x509v3_config.html
SAN is not a valid option along with CN


... I don't see that being said in the page you refer to?

Anyhow, "stop giving a CN, use SANs instead" is a rather recent 
development coming from the CA/Browser Forum - and IIUC still not a 
*requirement*, not even for web browsers/servers. I would be surprised 
if OpenSSL (already) were trying to enforce that policy.


Hmmm, what's our company's "IMAPS server" throwing at my TB again ... ?


$ openssl s_client -connect outlook.office365.com:993 -showcerts | openssl x509 
-noout -text

[...]

Subject: C = US, ST = Washington, L = Redmond, O = Microsoft 
Corporation, CN = outlook.com

[...]
X509v3 Subject Alternative Name: 
DNS:*.clo.footprintdns.com, DNS:*.hotmail.com, DNS:*.internal.outlook.com, [...]


... yeah, no, nothing that Thunderbird (from 69-ish to 102) should get 
indigestion over.


Upoin further testing thunderbird seems to be locking onto the primary 
domain (*.scom.ca) of the server skipp any sni setup ??


You might want to get a network trace of your Thunderbird talking to the 
server to see what cert actually is presented by the server, and 
ideally, what domain is requested by SNI (if at all). That all happens 
before the connection starts to be encrypted, so you should be able to 
read it (say, with Wireshark) without having to crack any crypto ...


Kind regards,
--
Jochen Bern
Systemingenieur

Binect GmbH

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

2022-10-11 Thread Paul Kudla (SCOM.CA Internet Services Inc.) 



ok according to

https://www.openssl.org/docs/man1.0.2/man5/x509v3_config.html

SAN is not a valid option along with CN

CN is part of the subject ??

Upoin further testing thunderbird seems to be locking onto the primary 
domain (*.scom.ca) of the server skipp any sni setup ??


again thoughts 




Happy Tuesday !!!
Thanks - paul

Paul Kudla


Scom.ca Internet Services 
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 p...@scom.ca

On 10/11/2022 9:17 AM, Paul Kudla (SCOM.CA Internet Services Inc.) wrote:



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 
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 p...@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-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-END CERTIFICATE REQUEST-

CRT is :

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

2022-10-11 Thread Paul Kudla (SCOM.CA Internet Services Inc.) 



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 
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 p...@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-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-END CERTIFICATE REQUEST-

CRT is :

-BEGIN CERTIFICATE-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-END CERTIFICATE-

CA (INTER) :

-BEGIN CERTIFICATE-
MIIGEzCCA/ugAwIBAgIQfVtRJrR2uhHbdBYLvFMNpzANBgkqhkiG9w0BAQwFADCB
iDELMAkGA1UEBhMCVVMxEzARBgNVBAgTCk5ldyBKZX