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Dimroth‐rearranged products in the reactions of 1‐aryl‐2‐methylthiopyrimidinium salts with hydrazines
Author(s) -
Liebscher Jürgen,
Hassoun Ahmed,
van der Plas Henk,
Stam C.
Publication year - 1990
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.5570270548
Subject(s) - chemistry , aryl , organic chemistry , combinatorial chemistry , medicinal chemistry , alkyl
Reaction of 1‐aryl‐2‐methylthiopyrimidinium salts with hydrazine does not lead to substitution at C‐2 but to rearrangement into 1,2‐diaminopyrimidinium salts. An ANRORC‐mechanism involving an azatriene as intermediate is proposed.