US4898942A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for manufacturing diazinon
Assignee: Adama Makhteshim Ltd
•
Filing: 1988-08-30
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Granted: 1990-02-06
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Expires: 2008-08-30
Abstract
Abstract An improved process for the production of Diazinon substantially free of toxic by-products in high yield and very high purity which involves mixing 2-isopropyl-4-methyl-6-hydroxypyrimidine with solid sodium or potassium hydroxide in a ketone or ether solvent at a temperature of about 50 DEG -60 DEG C. until a homogeneous mixture is formed, adding diethylthiophosphoryl chloride to the homogeneous mixture, keeping the mixture at a temperature of 55 DEG -80 DEG C. until the reaction is complete, and separating the Diazinon formed.
Inventors
- 👤 David Ovadia
- 👤 Ernestine Mandler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:15
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/6512
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
75 words
An improved process for preparing diazinon by reacting the sodium or potassium salt of 2-isopropyl-4-methyl-6-hydroxypyrimidine with diethylthiophosphoryl chloride the improvement which comprises mixing 2-isopropyl-4-methyl-6-hydroxypyrimidine with solid sodium or potassium hydroxide in a ketone or ether solvent at a temperature of about 50°-60° C. until a homogeneous mixture is formed, adding diethylthiophosphoryl chloride to this homogeneous mixture, keeping the mixture at a temperature of 55°-80° C. until the reaction is complete, and separating the diazinon formed.
Claim 2
Dependent Claim
75 words
An improved process for preparing diazinon by reacting the sodium or potassium salt of 2-isopropyl-4-methyl-6-hydroxypyrimidine with diethylthiophosphoryl chloride the improvement which comprises mixing 2-isopropyl-4-methyl-6-hydroxypyrimidine with solid sodium or potassium hydroxide in a ketone or ether solvent at a temperature of about 50°-60° C. until a homogeneous mixture is formed, adding diethylthiophosphoryl chloride to this homogeneous mixture, keeping the mixture at a temperature of 55°-80° C. until the reaction is complete, and separating the diazinon formed.
Claim 3
Dependent Claim
28 words
A process in accordance with claim 1 wherein the solvent is selected from the group consisting of acetone, methyl ethyl ketone, methyl isobutyl ketone, and methyl isopropyl ketone.
Claim 4
Dependent Claim
14 words
A process in accordance with claim 1 wherein the solvent is methyl ethyl ketone.
Claim 5
Dependent Claim
40 words
A process in accordance with claim 1 wherein the solvent is selected from the group consisting of dioxane, tetrahydrofuran, dibutyl ether, diisopropyl ether, dipropyl ether, isopentyl ether, dipentyl ether, butyl vinyl ether, butyl ethyl ether, dimethoxyethane, and bis-(2-methoxy ethyl) ether.
Claim 6
Dependent Claim
12 words
A process in accordance with claim 1 wherein the solvent is dioxane.
Claim 7
Dependent Claim
14 words
A process in accordance with claim 1 wherein sodium hydroxide is reacted with 2-isopropyl-4-methyl-6-hydroxypyrimidine.
Claim 8
Dependent Claim
25 words
A process in accordance with claim 1 wherein the mixture is kept at 55°-80° C. for a period of from 30 minutes to three hours.
Claim 9
Dependent Claim
54 words
A process for preparing diazinon by reacting 2-isopropyl-4-methyl-6-hydroxypyrimidine with diethylthio-phosphoryl chloride, the improvement which comprises mixing 2-isopropyl-4-methyl-6-hydroxypyrimidine with solid sodium hydroxide in methyl ethyl ketone until a homogeneous mixture is formed, adding diethylthio-phosphoryl chloride to this homogeneous mixture at a temperature of about 80° C. for about an hour, and separating the diazinon formed.
Claim 10
Dependent Claim
54 words
A process for preparing diazinon by reacting 2-isopropyl-4-methyl-6-hydroxypyrimidine with diethylthio-phosphoryl chloride, the improvement which comprises mixing 2-isopropyl-4-methyl-6-hydroxypyrimidine with solid sodium hydroxide in methyl ethyl ketone until a homogeneous mixture is formed, adding diethylthio-phosphoryl chloride to this homogeneous mixture at a temperature of about 80° C. for about an hour, and separating the diazinon formed.
Claim 11
Dependent Claim
27 words
A process according to claim 1 wherein said solid sodium or potassium hydroxide is used in an excess of up to 30% based on the hydroxy pyrimidine.
Claim 12
Dependent Claim
36 words
A process according to claim 1 wherein the diethylthiophosphoryl chloride is added in an excess of up to 10% based on salt formed by the reaction of the solid sodium or potassium hydroxide with the 2-isopropyl-4-methyl-6-hydroxyprimidine.
Claim 13
Dependent Claim
87 words
An improved process for preparing diazinon by reacting the sodium or potassium salt of 2-isopropyl-4-methyl-6-hydroxyprimidine with diethylthiophosphoryl chloride, the improvement comprising mixing 2-isopropyl-4-methyl-6-hydroxyprimidine with an excess of solid sodium or potassium hydroxide in a ketone or ether solvent in the absence of water until a homogeneous mixture is formed comprising a salt of hydroxypyrimidine, adding an excess of diethylthiophosphoryl chloride to said homogeneous mixture, maintaining the mixture at a temperature of 55°-80° C. to effect reaction and until the reaction is complete, and separating the diazinon formed.
Claim 14
Dependent Claim
87 words
An improved process for preparing diazinon by reacting the sodium or potassium salt of 2-isopropyl-4-methyl-6-hydroxyprimidine with diethylthiophosphoryl chloride, the improvement comprising mixing 2-isopropyl-4-methyl-6-hydroxyprimidine with an excess of solid sodium or potassium hydroxide in a ketone or ether solvent in the absence of water until a homogeneous mixture is formed comprising a salt of hydroxypyrimidine, adding an excess of diethylthiophosphoryl chloride to said homogeneous mixture, maintaining the mixture at a temperature of 55°-80° C. to effect reaction and until the reaction is complete, and separating the diazinon formed.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-02-05 | 1993-08-07 | 1994-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-02-05 | 1997-08-07 | 1998-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-02-05 | 2001-08-07 | 2002-02-06 | $7700.00 | Window Closed / Lapsed |