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Chemotherapeutical agents. VII . Synthesis and pesticidal activities of sulphides and sulphones derived from bis[4‐aryl‐1,2,4‐triazoline‐5‐thione‐3‐yl]alkane and 5‐phenyl‐1,3,4‐oxadiazole‐2‐thione
Author(s) -
Ram Vishnu J.,
Vlietinck Arnold J.
Publication year - 1988
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.5570250141
Subject(s) - chemistry , potassium permanganate , aryl , hydrogen peroxide , alkane , medicinal chemistry , alkyl , potassium hydroxide , formaldehyde , amine gas treating , ethanol , aldehyde , organic chemistry , sodium hydroxide , salt (chemistry) , nuclear chemistry , hydrocarbon , catalysis
The bis[4‐aryl‐3‐alkylthio‐1,2,4‐triazol‐5‐yl]alkanes 4 were prepared by the action of alkyl halides on bis[4‐aryl‐1,2,4‐triazoline‐5‐thione‐5‐yl]alkanes in aqueous sodium hydroxide (5%). The prepared sulphides 4 were oxidised to give the corresponding sulphones 5 either with acidic potassium permanganate or hydrogen peroxide. Similarly, sulphides 8 were prepared from 5‐phenyl‐1,3,4‐oxadiazole‐2‐thione by reaction with different alkylhalides in alkaline medium. Mannich bases 9 from 5 ‐phenyl‐1,3,4‐oxadiazole‐2‐thione (7) were also prepared by stirring an equimolar solution of 6 in ethanol with formaldehyde (38%) and an amine in an ice‐cold bath. All the compounds were screened for their pesticidal activities but none showed any significant activity.