137257-13-7Relevant articles and documents
Hydrazidines, V. - Synthesis and Reactions of Aromatic and Aliphatic Hydrazidines and Their N1-Substituted Derivatives
Neunhoeffer, Hans,Karafiat, Ute,Koehler, Gernot,Sowa, Birgit
, p. 115 - 126 (2007/10/02)
Aromatic hydrazidines 3 have been synthetized by reaction of aromatic orthocarboxylates 4 with tert-butyl carbazate (5) and reaction of the protected hydrazidines 7 with HCl/methanol or HBr/acetic acid.Aliphatic N1-methylhydrazidines 8 have been prepared by methylation of bis (tert-butoxycarbonyl)-hydrazidines 7 and deprotection with HBr/acetic acid.Aromatic N1-methylhydrazidines 8 have been obtained by methylation of N1-methyl(thiohydrazides) 11, reaction of 12 with tert-butyl carbazate (5) and deprotection of 13 with HCl/methanol. -- Attempts to remove both protecting groups in N1-alkyl-N2,N4-bis(benzylidene)hydrazidines 16 failed. -- Some reactions of 3 and 8 are described.Key Words: Hydrazidines / 1,2,4-Triazines / 1,2,4,5-Tetrazines / 1,2,4,5-Tetrazinoisoindoles / Pyrrolo1,2,4,5-tetrazines