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Process for the preparation of pesticide imidacloprid

A technology for preparing insecticides and imidacloprid, applied in botany equipment and methods, biocides, animal repellents, etc., can solve problems such as difficult operation and trouble, and achieve avoiding bumping, improving solubility, and high yield Effect

Inactive Publication Date: 2007-08-08
ICOSILE AGRONOMIC CROP MANAGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, it is very difficult and cumbersome to operate on NaH-based reactions

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Sodium hydroxide (6g) was added to a solution of 2-nitroiminoimidazolidine (16g, 0.123mol) in dimethylformamide (50ml). The temperature of the reaction mixture was lowered to 50°C with a water bath. To the reaction mixture was added a solution of 2-chloro-5-chloromethylpyridine (20 g, 0.123 mol) in dimethylformamide (100 ml) over 4 hours. Heating of the reaction mixture was continued at the same temperature for 4 hours. The reaction mixture was stirred well. After the reaction was complete, the reaction mixture was filtered. The residue contained sodium chloride (7g). The filtrate was concentrated by distillation under reduced pressure, and poured into distilled water (100 ml). The pH of the solution was adjusted to 4 with dilute hydrochloric acid to precipitate imidacloprid, which was filtered off and washed with methanol (90 ml). The yield was 23 g, the yield was 76.6%, and the purity was 94.16%.

Embodiment 2

[0020] Sodium hydroxide (6g) was added to a solution of 2-nitroiminoimidazolidine (18g, 0.138mol) in dimethylformamide (50ml). The temperature of the reaction mixture was lowered to 50°C with a water bath. To the reaction mixture was added a solution of 2-chloro-5-chloromethylpyridine (20 g, 0.123 mol) in dimethylformamide (100 ml) over 4 hours. Heating of the reaction mixture was continued at the same temperature for 4 hours. The reaction mixture was stirred well. After the reaction was complete, the reaction mixture was filtered. The residue contained sodium chloride (6.45g). The filtrate was concentrated by distillation under reduced pressure, and poured into distilled water (100 ml). The pH of the solution was adjusted to 4 with dilute hydrochloric acid to precipitate imidacloprid, which was filtered off and washed with methanol (90 ml) to yield 20 g, 66.6% yield and 95.18% purity.

Embodiment 3

[0022] Sodium hydroxide (3g) was added to a solution of 2-nitroiminoimidazolidine (18g, 0.138mol) in dimethylformamide (50ml). The temperature of the reaction mixture was lowered to 50°C with a water bath. To the reaction mixture was added a solution of 2-chloro-5-chloromethylpyridine (20 g, 0.123 mol) in dimethylformamide (100 ml) over 4 hours. After half of the 2-chloro-5-chloromethylpyridine solution was added to the reaction mixture, sodium hydroxide (3 g) was further added to the reaction mixture. Heating of the reaction mixture was continued at the same temperature for 4 hours. The reaction mixture was stirred well. After the reaction was complete, the reaction mixture was filtered. The residue contained sodium chloride (7.4g). The filtrate was concentrated by distillation under reduced pressure, and poured into distilled water (100 ml). The pH of the solution was adjusted to 4 with dilute hydrochloric acid to precipitate imidacloprid, which was filtered off and was...

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PUM

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Abstract

The invention relates to a method for preparing pesticide imidacloprid, wherein, in mixing condition, at 45-60Deg. C, and in proton inertia solvent, with alkali hydroxide, the 2- chlorine-5-picoline is reacted with 2-nitro nitrosamino imidazolidinyl at 1:1-1:1.2 mol ratios.

Description

technical field [0001] The invention relates to a method for preparing insecticide imidacloprid. Background technique [0002] Imidacloprid, namely 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolidine-2-imine, is a kind of chloronicotinyl insecticide that can be absorbed systemically. Soil, seeds and leaves to control pests with piercing-sucking mouthparts including ricehoppers, aphids, thrips pests, whiteflies, termites, grass pests, underground pests and beetles. The insecticide is most commonly used on rice, grains, corn, potatoes, vegetables, sugar beets, fruit, cotton, hops or turf. It is especially systemic when the insecticide is used for seed or soil treatment. [0003] U.S. Patent 6,307,053 discloses a method for preparing imidacloprid, which method comprises: under reflux conditions, in an organic solvent, in the presence of an alkali metal carbonate, make stoichiometric 2-nitroimidazolidine and 2 -Chloro-5-chloromethylpyridine reaction. The alkali metal carbonat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N47/42C07D401/06
Inventor 什罗夫·迪佩施·坎季森贾殷·阿肖克·昆旦末乔杜里·拉金德拉·普拉哈德亚德加·拉古维什·巴拉特什戈耶·马亨德拉什·萨瓦什
Owner ICOSILE AGRONOMIC CROP MANAGE
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