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Reactions of Sodium Cyanodithioformate with Monosubstituted Hydrazines
Author(s) -
Drexler Kerstin,
Dehne Heinz,
Reinke Helmut,
Michalik Manfred
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970138
Subject(s) - chemistry , phenylhydrazine , methylhydrazine , yield (engineering) , medicinal chemistry , sodium , organic chemistry , materials science , metallurgy
Sodium cyanodithioformate ( 1 ) reacts with methylhydrazine ( 2 ) only in the presence of H 2 S to give the new, zwitterionic thiooxamic acid 1‐(2‐methylhydrazide) 2‐(2‐methylhydrazone) ( 3 ) in good yield. The reaction of 1 with phenylhydrazine ( 5 ) gives a mixture of the zwitterionic thiooxamic acid 1‐(2‐phenylhydrazide) 2‐(2‐phenylhydrazone) ( 6b ) and the non‐zwitterionic glyoxylamide bis(phenylhydrazone) ( 7 ). The mechanism of the formation of 3 and 6b is discussed. X‐ray structural data of 3 and 6b are given.