US 4,396,617 A · 2-Arylamino-hexahydropyrimidines, compositions containing same, and method of use thereof

Abstract

The invention relates to novel 2-aryliminohexahydropyrimidines and imidazolidines, of the formula ##STR1## as well as to salts and complexes thereof, having fungicidal activity. These compounds are particularly active against rust of beans, brown rust of wheat and mildew on cereals. After having been processed into compositions, the compounds of the invention can successfully be used to prevent or control mould infections in agriculture and horticulture in a dosage of 200-1000 g of active substance per hectare. Very active fungicides are, for example, 2-(4-cyclohexyl-phenyl) iminohexahydropyrimidine and 2-(4-n-hexyl-phenyl) iminohexahydropyrimidine, as well as the sulphuric acid salts of these compounds and complexes with zinc salts.

Claims55

Dependent claims

A compound of the formula:

##STR22## wherein R.sub.1 or R.sub.2 equal or different and represent any of a hydrogen atom, a C.sub.4 -C.sub.12 alkyl group, a C.sub.4 -C.sub.12 alkyloxy group, a C.sub.4 -C.sub.12 alkylthio group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyloxy group, a benzylthio group, a phenoxy group, a phenylthio group, a benzyloxy group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a benzylthio group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a phenoxy group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a phenylthio group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a C.sub.7 -C.sub.11 phenylalkyl group, a C.sub.7 -C.sub.11 phenylalkyl group substituted with halogen, benzyl, di(C.sub.1 -C.sub.6 alkyl)amino, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, halo C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkoxy, or halo C.sub.1 -C.sub.6 alkylthio;
furyl C.sub.1 -C.sub.4 alkyl, thienyl C.sub.1 -C.sub.4 alkyl, di(C.sub.2 -C.sub.6 alkyl)amino, or C.sub.4 -C.sub.12 alkoxycarbonyl, or wherein R.sub.1 and R.sub.2 together represent a trimethylene or tetramethylene group with the proviso that R.sub.1 and R.sub.2 are not both hydrogen atoms,
R.sub.3, R.sub.4, R.sub.7, and R.sub.8 are equal or different and represent any of a hydrogen atom or C.sub.1 -C.sub.4 alkyl, and
R.sub.5 and R.sub.6 are equal or different and represent any of a hydrogen atom, C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.5 alkanoyl, and salts or complexes thereof.

1 more element

A fungicidal composition comprising a fungicidally effective amount of a compound of the formula:

##STR24## wherein R.sub.1 or R.sub.2 are equal or different and represent any of a hydrogen atom, a C.sub.4 -C.sub.12 alkyl group, a C.sub.4 -C.sub.12 alkyloxy group, a C.sub.4 -C.sub.12 alkylthio group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyloxy group, a benzylthio group, a phenoxy group, a phenylthio group, a benzyloxy group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a benzylthio group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a phenoxy group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a phenylthio group substituted with halogen or C.sub.1 -C.sub.4 alkyl, a C.sub.7 -C.sub.11 phenylalkyl group, a C.sub.7 -C.sub.11 phenylalkyl group substituted with halogen, benzyl, di(C.sub.1 -C.sub.6 alkyl)amino, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, halo C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkoxy, or halo C.sub.1 -C.sub.6 alkylthio;
furyl C.sub. 1 -C.sub.4 alkyl, thienyl C.sub.1 -C.sub.4 alkyl, di(C.sub.2 -C.sub.6 alkyl)amino, or C.sub.4 -C.sub.12 alkoxycarbonyl, or wherein R.sub.1 and R.sub.2 together represent a trimethylene or tetramethylene group with the proviso that R.sub.1 and R.sub.2 are not both hydrogen atoms,
R.sub.3, R.sub.4, R.sub.7, and R.sub.8 are equal or different and represent any of a hydrogen atom or C.sub.1 -C.sub.4 alkyl, and
R.sub.5 and R.sub.6 are equal or different and represent any of a hydrogen atom, C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.5 alkanoyl, and salts or complexes thereof and an inert finely divided carrier therefor.

1 more element

Dependencies are inferred from the claim text.

2-Arylamino-hexahydropyrimidines, compositions containing same, and method of use thereof

Life of this patent

2-Arylamino-hexahydropyrimidines, compositions containing same, and method of use thereof

Life of this patent

Abstract

Claims55