Native Library sqljdbc_auth.dll already loaded in another classloader

I think you are on the right track.

For command line startup you can easily solve the no sqljdbc_auth in java.library.path issue by setting the environment variable

CATALINA_OPTS=-Djava.library.path=/path/to/dll

If you are running tomcat as a service, change the Options parameter under

HKEY_LOCAL_MACHINE\SOFTWARE\Apache Software Foundation\Procrun 2.0\Tomcat7\Parameters\Java

to include:

-Djava.library.path=/path/to/dll

Each web application has its own Classloader (isolating them). When you call the Class.forName() method, there is a static block which is trying to load the shared library (dll file) - so both your web apps are trying to load the shared lib, hence the error message when the second one attempts to load.

The JDBC jar you have for sqlserver should be moved from being bundled with your wars, to the tomcat 7.0/lib folder and copy the sqljdbc_auth.dll to tomcat/bin folder - this way it will be in the tomcat parent classloader, and the class will only be loaded once.

|----------------------------------|
| sqljdbc*.jar     --> tomcat*/lib |
|----------------------------------|
| sqljdbc_auth.dll --> tomcat*/bin |
|----------------------------------|