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Reactions of some 5‐substituted imidazo[2,1‐ b ]‐1,3,4‐thiadiazoles
Author(s) -
Hough T. L.
Publication year - 1983
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.5570200431
Subject(s) - thiadiazoles , chemistry , sodium dithionite , medicinal chemistry , derivative (finance) , stereochemistry , organic chemistry , financial economics , economics
The conversion of the 5‐bromoimidazo[2, 1‐ b ]‐1, 3, 4‐thiadiazole Ib to the 5‐cyano derivative Ic is firstly described. The 5‐nitroimidazo[2, 1‐ b ]‐1, 3, 4‐thiadiazole Id is smoothly reduced by aluminium amalgam to the 5‐imino‐5, 6‐dihydroimidazo[2, 1‐ b ]‐1, 3, 4‐thiadiazole II. However, reaction of Id with sodium dithionite unexpectedly gives 1, 3, 4‐thiadiazoles III and V depending upon conditions.