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The direct acylamination of pyridine 1‐oxides. Effect of substituents in N ‐phenylarylimidoyl chloride. Trapping with thiols
Author(s) -
Abramovitch R. A.,
Tomasik P.
Publication year - 1975
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.5570120311
Subject(s) - chemistry , substituent , pyridine , yield (engineering) , chloride , medicinal chemistry , trapping , benzoic acid , polar effect , oxide , organic chemistry , ecology , materials science , metallurgy , biology
The effect of a para ‐substituent in the benzoic acid portion of the arylimidoyl chloride on the nature and yield of products in the reaction with pyridine 1‐oxide has been studied. When an electron‐withdrawing substituent is present no acylamination product is formed and only 2‐ and 3‐chloropyridine are isolated. When benzenethiol is added a respectable yield of 3‐phenylthiopyridine is obtained, but alkanethiols gave low yields of 3‐alkylthiopyridines.