Dockerize ASP Classic on IIS

I finally got this all working. It was a lot more complex than running a simple Dockerfile, as it was a site that was originally developed in 2002. There were modules that had to be downloaded and installed, web.config sections that needed to be unlocked, and ODBC data connections that had to be made. My final docker file looked like this - hope it helps the next person!

# escape=`FROM microsoft/iisSHELL ["powershell", "-command"]RUN Install-WindowsFeature Web-ASP; `    Install-WindowsFeature Web-CGI; `    Install-WindowsFeature Web-ISAPI-Ext; `    Install-WindowsFeature Web-ISAPI-Filter; `    Install-WindowsFeature Web-Includes; `    Install-WindowsFeature Web-HTTP-Errors; `    Install-WindowsFeature Web-Common-HTTP; `    Install-WindowsFeature Web-Performance; `    Install-WindowsFeature WAS; `    Import-module IISAdministration;RUN md c:/msi;RUN Invoke-WebRequest 'http://download.microsoft.com/download/C/9/E/C9E8180D-4E51-40A6-A9BF-776990D8BCA9/rewrite_amd64.msi' -OutFile c:/msi/urlrewrite2.msi; `    Start-Process 'c:/msi/urlrewrite2.msi' '/qn' -PassThru | Wait-Process;RUN Invoke-WebRequest 'https://download.microsoft.com/download/1/E/7/1E7B1181-3974-4B29-9A47-CC857B271AA2/English/X64/msodbcsql.msi' -OutFile c:/msi/msodbcsql.msi; RUN ["cmd", "/S", "/C", "c:\\windows\\syswow64\\msiexec", "/i", "c:\\msi\\msodbcsql.msi", "IACCEPTMSODBCSQLLICENSETERMS=YES", "ADDLOCAL=ALL", "/qn"];EXPOSE 8000RUN Remove-Website -Name 'Default Web Site'; `    md c:\mywebsite; `    New-IISSite -Name "mywebsite" `                -PhysicalPath 'c:\mywebsite' `                -BindingInformation "*:8000:";RUN & c:\windows\system32\inetsrv\appcmd.exe `    unlock config `    /section:system.webServer/aspRUN & c:\windows\system32\inetsrv\appcmd.exe `      unlock config `      /section:system.webServer/handlersRUN & c:\windows\system32\inetsrv\appcmd.exe `      unlock config `      /section:system.webServer/modulesRUN Add-OdbcDsn -Name "mywebsite" `                -DriverName "\"ODBC Driver 13 For SQL Server\"" `                -DsnType "System" `                 -SetPropertyValue @("\"Server=XXXX.us-east-2.rds.amazonaws.com\"", "\"Trusted_Connection=No\"");ADD . c:\mywebsite

I haven't tried, but it shouldn't be an issue to run classic ASP. The microsoft/iis image is based from the microsoft/windowsservercore image, which is a full Server Core install, and also includes 32-bit support.

The ASP feature won't be there by default, so your Dockerfile would have to start like this:

# escape=`FROM microsoft/iisSHELL ["powershell", "-command"]RUN Install-WindowsFeature Web-ASP

(The escape and SHELL lines just make it easier to build Windows-friendy Dockerfiles, see Windows, Dockerfiles and the Backtick Backslash Backlash).

Then you would COPY in your ASP app folder, and run the rest of your IIS setup with PowerShell commands. This question has some good pointers, and this Dockerfile for an ASP.NET app shows how you can use PowerShell to configure websites.

Updating the Windows Server (with Windows Update) where the container runs to match with the container image version is very important. Not doing so would raise all kinds of difficult to trace issues.