Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or nematocidal compositions and methods using them

Abstract

Abstract Pyrimidin-4-yl-phosphorothionates of the formula (I), <IMAGE> (I) wherein R is a C1-C2 alkyl group, R1 is a C1-C2 alkoxyl or C1-C4 alkylamino group, R2 and R3, which may be the same or different, are each a halogen atom, a C1-C3 alkoxyl or methylmercapto group, and X is an oxygen or sulfur atom; a process for producing pyrimidin-4-yl-phosphorothionates of the formula (I) characterized by condensing a 4-hydroxypyrimidine of the formula (II), <IMAGE> (II) wherein R2 and R3, which may be the same or different, are each a halogen atom, a C1-C3 alkoxyl or methylmercapto group, with a halogen compound of the formula, <IMAGE> wherein R is a C1-C2 alkyl, R1 is a C1-C2 alkoxyl or C1-C4 alkylamino group, Y is a halogen atom and X is an oxygen or sulfur atom; an insecticide, acaricide and nematocide characterized by containing pyrimidin-4-yl-phosphorothionates of the formula (I) as an active ingredient; 4-hydroxypyrimidines of the formula (II) wherein R2 and R3, which may be the same or different, are each a halogen atom, a C2-C3 alkoxyl or methylmercapto group; and a process for producing 4-hydroxypyrimidines of the formula (II) wherein R2 and R3, which may be the same or different, are each a halogen atom, a C2-C3 alkoxyl or methylmercapto group, characterized by reacting an acetamidine hydrochloride of the formula, <IMAGE> wherein R4 is a halogen atom, a C2-C3 alkoxyl or methylmercapto group, with a beta -ketoester of the formula, <IMAGE> wherein R5 is a halogen atom, a C2-C3 alkoxyl or methylmercapto group, and R6 is a C1-C2 alkyl group.

Inventors

• 👤 Takayuki Okabe
• 👤 Kunio Mukai
• 👤 Masachika Hirano

Bibliographic Details