ORGANOPHOSPHORUS COMPOUNDS AS POTENTIAL FUNGICIDES .5. THE PREPARATION AND PROPERTIES OF SOME NOVEL TRAMETHYL-N''-(1-SUBSTITUTED-2,2,2-TRICHLOROETHYL) PHOSPHORIC TRIAMIDES

A series of N''-(1-substituted-2,2,2-trichloroethyl)phosphoric triamid es has been prepared in which the 1-substituent is an amido group, NHC OR (R = H, Me, CH2Cl, CCl3, 2,4-dichlorophenyl, 2-methylfuran-3-yl, 5, 6-dihydro-2-methyi-1,4-oxathiin-3-yl), an alkoxy group (OMe, OEt, OBu, OC12H25), or a substituted acetamido group (NHCOCH2Y), in which Y is triazolyl, N,N-dimethyldithiocarbamato, N,N-diethyldithiocarbamato, di ethyl xanthato, diethoxythiophosphorylthio, or dodecylthio. The compou nds in general showed low activity as fungicides when tested against a range of organisms at 300 ppm in vitro. However, certain compounds (t he 1-formamido, 1-acetamido, and 1-chloroacetamido derivatives) showed 55-77% of the activity of the reference fungicide (guazatine) in vivo , when applied as seed-dressings at 400 ppm for the control of Drechsl era teres. No adverse effect on seed germination was observed.