Is there a way to create 16-bit .COM executables (DOS) using some gcc distribution for windows (for example MINGW)?
Creating 16-bit .COM executables files using gcc
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You can try to use http://www.openwatcom.org as Compiler. The Watcom compiler can create *.com files. Instruction are on this pdf http://www.openwatcom.org/ftp/manuals/current/tools.pdf