The most significant barrier to migrating enterprise .NET Framework applications to .NET 8 (and consequently Linux containers) is the pervasive use of System.Web.dll . For over a decade, developers treated HttpContext.Current as a global singleton, weaving it deep into business logic, logging frameworks, and helper classes. When you attempt to port this code to .NET Core/5+, the compiler fails immediately: System.Web does not exist. It was a Windows-specific, IIS-coupled assembly that has no place in the cross-platform, server-agnostic world of Kestrel. This post details the architectural pattern required to decouple these legacy dependencies using an abstraction layer that supports both the old ( System.Web ) and new ( Microsoft.AspNetCore.Http ) paradigms simultaneously. The Root Cause: Thread Static vs. AsyncLocal To fix the problem, you must understand why HttpContext.Current disappeared. In the legacy .NET Framework, IIS managed the...
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