A reinvestigation of the cyclodesulfurization of thiosemicarbazides | Zendy

Sunder Shyam | Zendy; Peet Norton P. | Zendy; Barbuch Robert J. | Zendy

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A reinvestigation of the cyclodesulfurization of thiosemicarbazides

Author(s) -

Sunder Shyam,

Peet Norton P.,

Barbuch Robert J.

Publication year - 1981

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.5570180823

Subject(s) - chemistry , sequence (biology) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , biochemistry

A recent report describing the preparation of 2‐(substituted‐amino)‐3,4‐dihydro‐5 H ‐1,3,4‐benzotriazepin‐5‐ones (3), by the cyclodesulfurization of hydrazides prepared from o‐aminobenzoylhydrazine ( 1 ) and isothiocyanates, is erroneus. The products resulting from this reaction sequence are, instead, 2‐(substituted‐amino)‐5‐( o ‐aminophenyl)‐1,3,4‐oxadiazoles ( 4 ). Alternate syntheses of the oxadiazoles led to the correct structural assignments.

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