Substituted pyrimidinyl (thiono) (thio) - phosphorus (phosphorus phone) - saeureester, processes for their preparation and their use as insecticides, acaricides and nematocidal

摘要

1477936 Pyrimidyl esters of phosphorus acids; pyrimidines BAYER AG 17 Oct 1975 [17 Jan 1975] 42636/75 Headings C2P and C2C The invention comprises compounds of formula (wherein R is C 1-9 alkyl; R 1 is C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkylthio or phenyl; R 2 is C 1-6 alkyl; R 3 is H or halo; R 4 is halo, SCN, C 1-4 alkoxy, C 1-4 alkylthio or C 2-4 -(alkoxycarbonyl); and X is O or S); and their preparation from the corresponding pyrimidin-2-ols (which may be in the form of hydrochloride, alkali metal, alkaline earth metal or ammonium salts) by reaction with (RO)(R 1 )P(X)-halogen, and an acid acceptor where necessary. Intermediates of formula (RSP5/SP = Me, Et, i-Pr) are prepared by reacting (CO 2 RSP5/SP) 2 with (CH 3 ) 3 CCOCH 3 . 2 - Hydroxy - 4 - tert - butyl - 6 - (CO 2 RSP5/SP)- pyrimidine hydrochloride is prepared from IV by reaction with urea and HC1. 2 - Hydroxy - 4 - methyl - 6 - chloropyrimidine sodium salt (V) is prepared from 2-methylthio- 4 - methyl - 6 - chloropyrimidine via 2- methylsulphonyl - 4 - methyl - 6 - chloropyrimidine. 2 - Hydroxy - 4 - methyl - 5,6 - dichloropyrimidine sodium salt (VI) is prepared analogously. Reaction of V and VI with appropriate nuoleophilic reagents yields: 2-hydroxy-4-methyl- 6 - (methylthio)pyrimidine; 2 - hydroxy - 4- methyl - 5 - chloro - 6 - (methylthio)pyrimidine; 2 - hydroxy - 4 - methyl - 6 - methoxypyrimidine; 2 - hydroxy - 4 - methyl - 5 - chloro - 6 - methoxypyrimidine; and 2 - hydroxy - 4 - methyl - 5- chloro-6-thiocyanatopyrimidine. Insecticidal, acaricidal and nematocidal compositions comprise a compound I and a carrier.