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Synthesis method of metribuzin

A synthesis method and a technology of mezotrione are applied in the field of synthesis of mezotrione, which can solve the problems of waste of raw materials, high cost and difficulty in wastewater treatment, and achieve the effects of good product quality, reduction of three waste discharges, and short reaction time.

Inactive Publication Date: 2019-01-15
JIANGSU SEVENCONTINENT GREEN CHEM CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Wastewater treatment is expensive and difficult, resulting in a great waste of raw materials

Method used

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  • Synthesis method of metribuzin
  • Synthesis method of metribuzin

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Embodiment 1, the synthesis of methylthiodicarbazide

[0035] Add 100 g of thiocarbazide and 45 g of sodium hydroxide, add 100 g of solvent toluene, raise the temperature to 30-35 ° C, and start feeding 55 g of methyl chloride gas for 2 hours. After the addition of methyl chloride, keep warm at 35-40°C for 3 hours, take samples for analysis, and if the thiocarbazide is less than 1%, the reaction is over. The solid insoluble matter was removed by filtration, the toluene and methyl chloride not involved in the reaction were removed by distillation, and the purity of methylthiocarbazide was greater than 97%.

Embodiment 2

[0036] Embodiment 2, the synthesis of metrizone

[0037] Add 140 g of methylthiocarbazide and 28 g of potassium carbonate in Example 1 into a four-necked flask, add 150 g of isopropanol, raise the temperature to 80°C, add 130 g of 3,3-dimethylbutyric acid diketone in three batches, add After completion, keep the temperature at 80-85°C for 5 hours, and take a sample to analyze the reaction. Filter while hot at 70-75°C to remove insoluble matter, cool the filtrate to 20-25°C, filter and dry to obtain 196.5 g of mecitrione with a purity of more than 97% and a yield of 91.8%.

Embodiment 3

[0038] Embodiment 3, the synthesis of metrizone

[0039] Add 140 g of methylthiocarbazide and 28 g of potassium carbonate in Example 1 into a four-necked flask, add 150 g of water, raise the temperature to 95°C, and add 130 g of 3,3-dimethylbutyric acid diketone in three batches. Incubate at 95-100°C for 4 hours, take a sample and analyze the reaction is over. Cool down to 30-35° C., filter and dry to obtain 202.7 g of mecitrione with a purity of more than 97% and a yield of 94.7%.

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Abstract

The invention relates to a synthesis method of metribuzin. The metribuzin is prepared from methylmercapto-carbazide and 3,3-dimethyl ketobutyric acid through reaction under the effect of catalysts, wherein the structure formula of methylmercapto-carbazide is shown in description. Compared with the prior art, the synthesis method has the advantages that the cyclization reaction conditions are mild;the reaction time is short; the yield is high; the product quality is high; the discharging quantity of three wastes (waste water, waste gas and waste solid) is reduced; the yield and the economic benefits are improved.

Description

technical field [0001] The present invention specifically relates to a method for synthesizing metrizone. Background technique [0002] Metribuzin is a highly effective herbicide. Its common name in English is metribuzin, and its other names are Sikezin, Sike and Beyer94337. It is a systemic selective herbicide, mainly absorbed through roots, stems and leaves. It has a good control effect on annual broad-leaved weeds and some grass weeds. Mecitrione is a high-efficiency and low-toxic dryland herbicide that can be used in soybean, tomato, potato, alfalfa, orchard and other crops to control a variety of broad-leaved weeds and some grass weeds. It is one of the main herbicide varieties in my country one. [0003] The final key reaction of its synthesis in the existing technology is the cyclization reaction first, and then the methylation reaction. The reaction equation is as follows, wherein the yield of the methylation reaction is generally 80-85%. The waste water produced b...

Claims

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Application Information

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IPC IPC(8): C07D253/075
CPCC07D253/075
Inventor 何永利周炜李超朱振亚吕康冉
Owner JIANGSU SEVENCONTINENT GREEN CHEM CO LTD
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