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Synthesis of 1‐trifluoroacetyl‐3‐dialkylamino‐methyl‐5‐monosubstituted benzimidazoline‐2‐thiones using trifluoroacetic acid as an acylating agent
Author(s) -
Joshi Krishna C.,
Misra Ram A.,
Jain Renuka,
Sharma Kanti
Publication year - 1989
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.5570260227
Subject(s) - chemistry , potassium hydroxide , trifluoroacetic acid , trifluoroacetic anhydride , formaldehyde , organic chemistry , acylation , mannich reaction , medicinal chemistry , catalysis
1‐Trifluoroacetyl‐3‐dialkylaminomethyl‐5‐monosubstituted benzimidazoline‐2‐thiones have been synthesized from p ‐substituted anilines which were acetylated with trifluoroacetic acid. The trifluoroacetanilides were nitrated, reduced and cyclised with carbon disulphide in the presence of alcoholic potassium hydroxide and finally treated with formaldehyde and suitable secondary amines to afford the Mannich bases. The compounds were characterised by their analytical and spectral (ir, pmr, 19 F and mass) data. The synthesized compounds have been screened for anti‐inflammatory and analgesic activity and found to be active.