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Reinvestigation of the condensation of 2‐hydrazinobenzothiazole with ethyl acetoacetate
Author(s) -
Peet Norton P.,
Sunder Shyam,
Barbuch Robert J.,
Whalon Michael R.,
Huffman John C.
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250235
Subject(s) - chemistry , ethyl acetoacetate , yield (engineering) , condensation , medicinal chemistry , product (mathematics) , organic chemistry , catalysis , materials science , physics , metallurgy , thermodynamics , geometry , mathematics
The reaction of 2‐hydrazinobenzothiazole (1) with ethyl acetoacetate has twice been reported to yield a fused triazepinobenzothiazolone, namely, 3‐methyl[1,2,4]triazepino[3,4‐ b ]benzothiazol‐5(4 H )‐one (4). We have repeated this work and reassigned the reaction product as 2‐(2‐benzothiazolyl)‐1,2‐dihydro‐5‐methyl‐3 H ‐pyrazol‐3‐one (5) on the basis of X‐ray crystallography.