Citation:
WANG Ying, LIU Zhao-Jie. Synthesis and Bioactivities of 4-(4-methoxybenzylidene)-1H-imidazolin-5-ones Schiff Bases[J]. Chinese Journal of Applied Chemistry,
;2007, 24(9): 1005-1008.
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Eleven new schiff bases of 4-(4-methoxybenzylidene)-1-benzylimino-2-meth-ylthio-1H-imidazolin-5-ones(6) were synthesized by condensation reaction of aryl carbaldehyde and 4-(4-methoxybenzylidene)-1-am-ino-2-(meth-ylthio)-1H-imidazol-5-one(5), which was synthesized by S-alkylation of thioimidazol-inone(4). Thioimidazolinone 4 was obtained by a new tandem aza-Wittig reaction of vinyliminophosphorane, carbon disulfide and hydrazine hadrate. The structures of compounds 6 were confirmed by elemental analysis, 1H NMR, IR and MS. The preliminary bioassay shows that the compounds 6 exhibit good herbicidal and fungicidal activities. Compounds 6j and 6k exhibit 100% inhibition to the tested five fungus.
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Keywords:
- imidazolinone,
- Schiff base,
- tandem aza-Wittig reaction,
- synthesis,
- bioactivity
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