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Synthesis of 1,8‐, 1,6‐ and 3,6‐dichloro‐9 H ‐thioxanthen‐9‐ones
Author(s) -
Okabayashi Ichizo,
Fujiwara Hidetoshi,
Tanaka Chika
Publication year - 1991
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.5570280831
Subject(s) - chemistry , benzoic acid , thio , medicinal chemistry , organic chemistry
Cyclization of 2‐chloro‐6‐[(3‐chlorophenyl)thio]benzoic acid ( 2 ) gave a mixture of 1,8‐, 3 , and 1,6‐dichloro‐9 H ‐thioxanthen‐9‐ones 4 . The mixture was converted to 1,8‐diamino‐ 7 , and 1‐amino‐6‐chloro‐9 H ‐thioxanthen‐9‐ones 8 , from which 3 and 4 were prepared separately, respectively. From a mixture of 4 and 3,6‐dichloro‐9 H ‐thioxanthen‐9‐one ( 11 ) obtained by cyclizing 4‐chloro‐2‐[(3‐chlorophenyl)thio]benzoic acid ( 10 ) was separated 11 by conversion of 4 to 8 .