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Chemotherapeutic agents. IX. Synthesis and pesticidal activities of bis[4‐aryl/alkyl‐1, 2, 4‐triazoline‐5‐thione‐3‐yl]alkanes and 1 ‐Aryl/alkyl‐3‐[4‐(4‐aryl/alkyl‐1, 2, 4‐triazoline‐5‐thione‐3‐yl)phenyl]thiourea and related compounds
Author(s) -
Ram Vishnu J.,
Dube Vidyottama,
Pieters Luc A. C.,
Vlietinck Arnold J.
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.5570260321
Subject(s) - chemistry , alkyl , aryl , alkylation , medicinal chemistry , organic chemistry , halide , catalysis
Various bis[4‐aryl/alkyl‐1, 2, 4‐triazoline‐5‐thione‐3‐yl]alkanes ( 3 ) were prepared from base cyclization of bis thiosemicarbazide 2 and transformed into sulphides by reaction with different alkyl halides in alkaline medium. These compounds were further oxidised to sulphones 5 with acidic potassium permanganate. 1‐Aryl‐3‐[4‐(4‐aryl/alkyl‐1, 2, 4‐triazoline‐3‐thione‐5‐yl)phenyl]thioureas ( 8 ) were prepared in two steps from p ‐aminophenylhydrazide ( 6 ) and aryl/alkylisothiocyanates. Alkylation of 8 with different alkyl halides yielded exclusively sulphides 9 . Some sulphides 12 and Mannich bases 13 from 5‐( p ‐fluorophenyl)‐1, 3, 4‐oxadiazol‐2‐thione ( 11 ) were also prepared to evaluate their pesticidal activities. All the prepared compounds were screened for pesticidal activities but none of them exhibited any significant activity.