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An improved synthesis of cyclohexenothioxanthenones
Author(s) -
Ran Ruicheng,
Pittman Charles U.
Publication year - 1993
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.5570300635
Subject(s) - sulfuric acid , chemistry , yield (engineering) , organic chemistry , nuclear chemistry , materials science , metallurgy
An improved synthesis of cyclohexanothioxanthenones in high yield (70‐90%) by treatment of thiosalicylic acid ( 4 ) or 2,2′‐dithiosalicylic acid with 1,2,3,4‐tetrahydronaphthalene ( 5 ) in the presence of concentrated sulfuric acid or a mixture of 95% sulfuric acid with 27‐30% fuming sulfuric acid (in 5:1 to 2:1 v/v ratio) was described. The crude product consisted of three isomers which were isolated and identified. These isomers are 1,2‐, 2,3‐ and 3,4‐cyclohexanothioxantenone ( 1, 2 , and 3 ).