Synthesis of (Diethyl-d(10)) coumaphos and related compounds.
Two deuterated insecticides were prepared for use as internal standards for gas-liquid chromatographic-mass spectrometric analyses. Diethyl chlorothiophosphate-d(10) was prepared by reaction of ethanol-d(6) with P(2)S(5) to give labeled diethyldithiophosphoric acid, followed by chlorination. Treatment of the acid chloride with 3-chloro-4-methyl-7-hydroxycoumarin and potassium carbonate in acetone at reflux gave labeled coumaphos. An analogous reaction with 4-methyl-7-hydroxycoumarin gave labeled potasan, and the technique should be usable for synthesis of labeled forms of other dialkyl thiophosphate insecticides.
Kochansky
J
J
Bee Research Laboratory, Building 476, Agricultural Research Service, U.S. Department of Agriculture, 10300 Baltimore Avenue, Beltsville, Maryland 20705-2350, USA.
D003372:Coumaphos / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D008401:Gas Chromatography-Mass Spectrometry; D007306:Insecticides / Q000737:chemistry*
D007306:Insecticides; D003372:Coumaphos