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EP0097451A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

2-Alkyl-5-pyrimidines

Assignee: Dow Chemical Co
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Filing: 1983-06-08
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Granted: —
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Expires: 2003-06-08
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Abstract

Abstract Novel 2-alkyl-5-halopyrimidines, e.g., 5-chloro-2-(1,1-dimethylethyl)pyrimidine, which are useful as intermediates in the preparation of, e.g., 0,0-diethyl 0-(2-(1,1-dimethylethyl)-5-pyrimidinyl) phosphorothioate which is useful as an insecticide against corn rootworm and cutworm.

Inventors

  • 👤 Walter Reifschneider

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 09:37
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/30; A; A01; A01N; A01N57/00; A01N57/02; A01N57/08; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/6512

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 22 words
A compound having the formula: wherein R is a cyclopropyl, isopropyl or t-butyl group and X is a chlorine or bromine atom.
Claim 2
Dependent Claim 22 words
A compound having the formula: wherein R is a cyclopropyl, isopropyl or t-butyl group and X is a chlorine or bromine atom.
Claim 3
Dependent Claim 1 words
5-Chloro-2-cyclopropylpyrimidine.
Claim 4
Dependent Claim 1 words
5-Chloro-2-cyclopropylpyrimidine.
Claim 5
Dependent Claim 1 words
5-Chloro-2-(l-methylethyl)pyrimidine.
Claim 6
Dependent Claim 1 words
5-Chloro-2-(l-methylethyl)pyrimidine.
Claim 7
Dependent Claim 1 words
5-Chloro-2-(1,1-dimethylethyl)pyrimidine.
Claim 8
Dependent Claim 1 words
5-Chloro-2-(1,1-dimethylethyl)pyrimidine.
Claim 9
Dependent Claim 1 words
5-Bromo-2-(1,1-dimethylethyl)pyrimidine.
Claim 10
Dependent Claim 1 words
5-Bromo-2-(1,1-dimethylethyl)pyrimidine.
Claim 11
Dependent Claim 138 words
A process for the preparation of a compound of the formula: wherein R is a cyclopropyl, isopropyl or t-butyl group; R is an alkyl group containing 1 to 4 carbon atoms; X is oxygen or sulfur; and R" is an alkyl group containing 1 or 2 carbon atoms, an alkoxy, alkylthio or monoalkylamino group each containing 1 to 4 carbon atoms, or a phenyl group, which process comprises the steps of (a) hydrolyzing a compound of the formula: wherein R is as above defined and X is a chlorine or bromine atom to obtain a compound having the formula: wherein R is as above defined, and (b) reacting the resulting pyrimidinol with the desired phosphorus chloride in the presence of an acid acceptor and an inert solvent at a temperature in the range of from O° to 100°C.
Claim 12
Dependent Claim 138 words
A process for the preparation of a compound of the formula: wherein R is a cyclopropyl, isopropyl or t-butyl group; R is an alkyl group containing 1 to 4 carbon atoms; X is oxygen or sulfur; and R" is an alkyl group containing 1 or 2 carbon atoms, an alkoxy, alkylthio or monoalkylamino group each containing 1 to 4 carbon atoms, or a phenyl group, which process comprises the steps of (a) hydrolyzing a compound of the formula: wherein R is as above defined and X is a chlorine or bromine atom to obtain a compound having the formula: wherein R is as above defined, and (b) reacting the resulting pyrimidinol with the desired phosphorus chloride in the presence of an acid acceptor and an inert solvent at a temperature in the range of from O° to 100°C.
Claim 13
Dependent Claim 15 words
A process as claimed in claim 6 wherein the phosphorus, chloride is O,O-diethylphosphorochloridothioate or O-ethyl(1-methylethyl)phosphorochloridothioate.
Claim 14
Dependent Claim 36 words
A process as claimed in claim 6 or claim 7 wherein the hydrolysis is carried out in the presence of an alkali metal methoxide and a catalytic amount of an N-oxide, a disulfide or elemental sulfur.

References Cited (Backward Citations)

FR2365577A1 Cited
EP0009566A2 Cited

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