1. A facile synthesis and herbicidal activities of novel fluorine-containing thiazolo[4,5-d]pyrimidin-7(6H)-ones
- Author
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Shuang Fan, Wen Yan Mo, Ying Liang, and Hong Wu He
- Subjects
Sodium ethoxide ,Tandem ,Chemistry ,Organic Chemistry ,General Medicine ,Biochemistry ,Isocyanate ,Catalysis ,Inorganic Chemistry ,chemistry.chemical_compound ,Elemental analysis ,Proton NMR ,Environmental Chemistry ,Bioassay ,Organic chemistry ,Physical and Theoretical Chemistry ,Nuclear chemistry ,Carbodiimide - Abstract
Eighteen novel 5-alkylamino-6-aryl-3-phenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]pyrimidin-7(6H)-ones 5a–r were designed and easily synthesized via a tandem aza-Wittig reaction. Treatment of iminophosphorane 2 with aromatic isocyanate gave carbodiimide 3, which reacted with fluoro-substituted alkylamines to provide the title compounds in 65–87% isolated yields using sodium ethoxide as catalyst. All compounds 5 were confirmed by IR, 1H NMR, MS and elemental analysis, and compound 5p was further analyzed by single-crystal X-ray diffraction. The preliminary bioassay indicated that some compounds showed significant inhibition activities against the root growth of rape and barnyard grass at a dosage of 100 mg/L.
- Published
- 2007
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