SYNTHESIS OF N,N'-DISUBSTITUTED ALPHA-IMINOPHENYL-THIOGLYOXYLIC AMIDES AND THEIR REDUCTION BY MEANS OF H2S TO PHENYL-THIOACETIC AMIDES (WILLGERODT - KINDLER REACTION .V.

N,N′-Disubstituted α-iminophenylthioglyoxylamides (1-3) can be synthesized in good yields by the reaction of α,α-dichloroacetophenone with excess primary amine and sulphur in eth. solution in the presence of potassium carbonate (reaction period 140 hours, reaction temperature max. 20°C). α-Iminothioglyoxylamides (4-6), which may be differently substituted at the imine and amine nitrogen atoms (4, 6), may be obtained from the corresponding phenylthioglyoxylamides by reaction with an excess of primary amines. The α-iminophenylthioglyoxylamides can be reduced smoothly at room temperature by hydrogen sulphide to the corresponding phenylthioacetamides. © 1969 Springer-Verlag.