Dithiooxamides synthesis

Diaminofurazan (DAF) (24) is a starting material for the synthesis of many nitro-substituted furazans and is readily prepared from the cyclization of 1,2-diaminoglyoxime (23) in the presence of aqueous base under pressure at 180 °C the latter prepared from the reaction of glyoxal/ glyoxime/ cyanogen or dithiooxamide with hydroxylamine. 

Readily accessible aryliminodithiazoles 56 can be converted by LiAlH4 reduction into the rearranged A-aryl-dithiooxamides 112 (Equation 24) <1999S1345>. Although the yields are moderate (35—42%), this reaction provides a convenient two-step synthesis of unsymmetrical rubeanic acid derivatives from arylamines. 

Synthesis and IR and Raman spectra of deuterium labelled complexes of Ad" with dithiooxamides... 

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