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Digital Mars C and C++ compilers still support 16 bit 8086 code generation and are free:

https://www.digitalmars.com/download/freecompiler.html

Source code to the compiler/libraries is also free:

https://github.com/DigitalMars/dmc

https://github.com/DigitalMars/Compiler



There is also GCC 6.2/6.3 for IA16 targets:

https://blogs.mentor.com/embedded/blog/2017/04/01/announcing...

https://github.com/tkchia/build-ia16

https://slideslive.com/38902413/gcc-ia16-backend


> The toolchain can be used on either a GNU/Linux® or Microsoft® Windows® host.

Bingo. I love programming for early DOS systems (86, 286, 386) but it's difficult to find a tool-chain that runs on Linux and is able to produce DOS compatible binaries. I think OpenWatcom might but I could not get it to work correctly.

Definitely going to give this a try.


If you have not yet done so, may I suggest you investigate 'Dessqview/X'. Lovely stunts there.




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