How to convert .CRT SSL Certificate to .PFX format (with openssl Linux command) and Import newly generated .PFX to Windows IIS Webserver

Tuesday, 27th September 2016

IIS8_Windows_Webserver_logo_convert_CRT_and_import_PFX-certificate

1. Converting to .CRT to.PFX file format with OpenSSL tool on GNU / Linux to import in Windows (for example, IIS)

Assuming you have generated already a certificate using the openssl Linux command and you have issued the .CRT SSL Certificate issuer file
and you need to have the new .CRT SSL Certificate installed on Windows Server (lets say on Windows 2012) with IIS Webserver version 8.5, you will need a way to convert the .CRT file to .PFX, there is plenty of ways to do that including using online Web Site SSL Certificate converter or use a stand alone program on the Windows server or even use a simple perl / python / ruby script to do the conversion but anyways the best approach will be to convert the new .CRT file to IIS supported binary Certificate format .PFX on the same (Linux certificate issuer host where you have first generated the certificate issuer request .KEY (private key file used with third party certificate issuer such as Godaddy or Hostgator to receive the .CRT / PEM file).

Here is how to generate the .PFX file based on the .CRT file for an Internal SSL Certfiicate:

 

openssl pkcs12 -export -in server.crt -inkey server.key -out server.pfx

On the password prompt to appear use any password because otherwise the future IIS Webserver certificate import will not work.
 

To do a certificate chain SSL export to be accessed from the  internet.

 

openssl pkcs12 -export -in server.crt -inkey server.key -out server.pfx -certfile internet v2.crt

2. Import the PFX file in Windows


Run: mmc, add snap, Certificates, Computer account, Local Computer; in the
Console:

Certificates (Local Computer) > Personal > Certificates: Select All Tasks > Import File

Enter previously chosen password.
You should get further the Message "Import was successful."

You can import the PFX file by simply copying it to the server where you want it imported and double click it this will  open Windows Importwizzard.

Then select the IIS:

 

Site, Properties, Directory Security, Server Certificate, Replace the current certficate, select proper Certificate. Done.

Alternatively to complete the IIS Webserver certificate import within one step when a new certificate is to be imported:

In IIS Manager interface go to :

Site, Properties, Directory Security, Server Certificate, Server Certificate Wizard


Click on

Next

Choose

import a certificate from a .pfx file, select and enter password.

Internet_Information_Server_IIS_Windows-SSL_Certificate-import-PKF-file

3. Import the PFX file into a Java keystore


Another thing you might need if you have the IIS Webserver using a backend Java Virtual Machine on the same or a different Windows server is to import the newly generated .PFX file within the Java VM keystore.

To import with keytool command for Java 1.6 type:

 

keytool -importkeystore -deststorepass your_pass_here -destkeypass changeit -destkeystore keystore.jks -srckeystore server.pfx -srcstoretype PKCS12 -srcstorepass 1234 -srcalias 1 -destalias xyz


Also the .CRT file could be directly imported into the Java keystore

 

Import a .crt in a Java keystore


/usr/java/jre/bin/keytool -import -keystore /webdienste/java/jdk/jre/lib/security/cacerts -file certificate.crt -alias Some alias

 

 

4. Get a list of Windows locally installed certificates

To manager installed certificates on Windows 7 / 8 / 2012 Server OS is to run command via

Start -> Run

 

certmgr.msc

certmgr_trca_windows_check-windows-installed-ssl-certificates

 

One other way to see the installed certificates on your Windows server is checking within

Internet Explorer

Go to Tools (Alt+X) → Internet Options → Content → Certificates.

 

To get a a complete list of installed Certificate Chain on Windows you can use PowerShell

 

Get-ChildItem -Recurse Cert:

 

That's all folks ! 🙂

 

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