Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or

Details Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or

1980-01-24

1981-12-29

Rollins, Alton D.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Recombinant or stably-transformed bacterium encoding one or...

544243, 544319, A01N 5716, A01N 5732, C07F 965

Patent

active

043082580

ABSTRACT:
Pyrimidin-4-yl-phosphorothionates of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.2 alkyl group, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.4 alkylamino group, R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 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), ##STR2## wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 alkoxyl or methylmercapto group, with a halogen compound of the formula, ##STR3## wherein R is a C.sub.1 -C.sub.2 alkyl, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.4 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 R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group; and a process for producing 4-hydroxypyrimidines of the formula (II) wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, characterized by reacting an acetamidine hydrochloride of the formula, ##STR4## wherein R.sub.4 is a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, with a .beta.-ketoester of the formula, ##STR5## wherein R.sub.5 is a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, and R.sub.6 is a C.sub.1 -C.sub.2 alkyl group.

REFERENCES:
patent: 2754243 (1956-07-01), Gysin et al.
patent: 3159630 (1964-12-01), Rigterink
patent: 3205231 (1965-09-01), Fest
patent: 4168304 (1979-09-01), Maurer et al.
Schaeffer, et al., J. Org. Chem., 26, pp. 412-418 (1961).

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