openssl s_client using a proxy
OpensslOpenssl Problem Overview
openssl s_client -connect some.https.server:443 -showcerts
is a nice command to run when you want to inspect the server's certificates and its certificate chain.
Is there a way to run this command when you are behind a HTTP/HTTPS proxy ?
Openssl Solutions
Solution 1 - Openssl
You can use proxytunnel:
proxytunnel -p yourproxy:8080 -d www.google.com:443 -a 7000
and then you can do this:
openssl s_client -connect localhost:7000 -showcerts
Hope this can help you!
Solution 2 - Openssl
since openssl v1.1.0
C:\openssl>openssl version
OpenSSL 1.1.0g 2 Nov 2017
C:\openssl>openssl s_client -proxy 192.168.103.115:3128 -connect www.google.com -CAfile C:\TEMP\internalCA.crt
CONNECTED(00000088)
depth=2 DC = com, DC = xxxx, CN = xxxx CA interne
verify return:1
depth=1 C = FR, L = CROIX, CN = svproxysg1, emailAddress = [email protected]
verify return:1
depth=0 C = US, ST = California, L = Mountain View, O = Google Inc, CN = www.google.com
verify return:1
---
Certificate chain
0 s:/C=US/ST=California/L=Mountain View/O=Google Inc/CN=www.google.com
i:/C=xxxx/L=xxxx/CN=svproxysg1/[email protected]
1 s:/C=xxxx/L=xxxx/CN=svproxysg1/[email protected]
i:/DC=com/DC=xxxxx/CN=xxxxx CA interne
---
Server certificate
-----BEGIN CERTIFICATE-----
MIIDkTCCAnmgAwIBAgIJAIv4/hQAAAAAMA0GCSqGSIb3DQEBCwUAMFIxCzAJBgNV
BAYTAkZSMQ4wDAYDVQQHEwVDUk9JWDETMBEGA1UEAxMKc3Zwcm94eXNnMTEeMBwG
Solution 3 - Openssl
for anyone coming here as of post-May 2015: there's a new "-proxy" option that will be included in the next release of openssl: https://rt.openssl.org/Ticket/Display.html?id=2651&user=guest&pass=guest
Solution 4 - Openssl
Officially not.
But here's a patch: http://rt.openssl.org/Ticket/Display.html?id=2651&user=guest&pass=guest
Solution 5 - Openssl
Even with openssl v1.1.0 I had some problems passing our proxy, e.g. s_client: HTTP CONNECT failed: 400 Bad Request
That forced me to write a minimal Java-class to show the SSL-Handshake
public static void main(String[] args) throws IOException, URISyntaxException {
HttpHost proxy = new HttpHost("proxy.my.company", 8080);
DefaultProxyRoutePlanner routePlanner = new DefaultProxyRoutePlanner(proxy);
CloseableHttpClient httpclient = HttpClients.custom()
.setRoutePlanner(routePlanner)
.build();
URI uri = new URIBuilder()
.setScheme("https")
.setHost("www.myhost.com")
.build();
HttpGet httpget = new HttpGet(uri);
httpclient.execute(httpget);
}
With following dependency:
<dependency>
<groupId>org.apache.httpcomponents</groupId>
<artifactId>httpclient</artifactId>
<version>4.5.2</version>
<type>jar</type>
</dependency>
you can run it with Java SSL Logging turned on
This should produce nice output like
trustStore provider is :
init truststore
adding as trusted cert:
Subject: CN=Equifax Secure Global eBusiness CA-1, O=Equifax Secure Inc., C=US
Issuer: CN=Equifax Secure Global eBusiness CA-1, O=Equifax Secure Inc., C=US
Algorithm: RSA; Serial number: 0xc3517
Valid from Mon Jun 21 06:00:00 CEST 1999 until Mon Jun 22 06:00:00 CEST 2020
adding as trusted cert:
Subject: CN=SecureTrust CA, O=SecureTrust Corporation, C=US
Issuer: CN=SecureTrust CA, O=SecureTrust Corporation, C=US
(....)