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5‐(1‐Alkenyl)‐1, 3, 4‐oxadiazol‐2(3 H )‐one
Author(s) -
Rüfenacht Kurt
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570223
Subject(s) - chemistry , phosgene , ring (chemistry) , bromine , hydrazine (antidepressant) , closure (psychology) , medicinal chemistry , organic chemistry , stereochemistry , chromatography , economics , market economy
Abstract 3‐(2‐alkenoyl)‐thiocarbazic acid O‐methyl esters 1 are desulfurated by bromine and the unknown intermediates are transformed by alkali to 5‐(1‐alkenyl)‐1, 3, 4‐oxadiazol‐2(3 H )‐ones ( 2 ). This type of oxadiazolone substitution is not realizable by the common ring closure of hydrazides with phosgene due to pyrazolidinone ring closure of unsaturated acids with hydrazine.