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A kind of synthetic method of bisacenil

A synthetic method, the technology of dipenpyril, which is applied in the field of synthesis of dipenpyril, can solve the problems of high intermediate price, high cost, low total yield, etc., achieve short process route, increase yield, and reduce production cost effect

Active Publication Date: 2016-08-24
湖北相和精密化学有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0027] The above-mentioned process route has many steps, some intermediates are expensive, the total yield is low, and the cost is very high

Method used

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  • A kind of synthetic method of bisacenil
  • A kind of synthetic method of bisacenil
  • A kind of synthetic method of bisacenil

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0063] Mix 0.1 mol of malononitrile, 0.25 mol of methyl formate, and 0.01 mol of triethylamine, react at 30-55°C for 5 hours, remove low boilers under reduced pressure at 65°C, and obtain formylmalononitrile with a yield of about 95%.

preparation example 2

[0065] Mix 0.1 mol of malononitrile, 0.4 mol of butyl formate, and 0.01 mol of pyridine, react at 60-70°C for 5 hours, remove low boilers under reduced pressure at 70°C, and obtain formylmalononitrile with a yield of about 97%.

Embodiment 2

[0067] 2.1) Preparation Example 1 of 1,1,2,7-tetrachloro-1-hepten-3-one

[0068] 50ml of carbon tetrachloride and 0.105mol of anhydrous aluminum trifluoride are mixed and cooled to 10°C, 0.1mol of 5-chlorovaleryl chloride is added dropwise, and a mixture of 0.105mol of trichlorethylene and 20ml of carbon tetrachloride is added dropwise at 10-15°C solution, continue to react for 5h, flow into 100g of crushed ice, static layering, the organic layer is stirred with 100ml of water at 15~25°C for 1h, static layering, the organic layer is concentrated under reduced pressure below 40°C, and the oily product 1,1 is obtained. ,2,7-Tetrachloro-1-hepten-3-one, the yield is about 95%.

[0069] 2.2) Preparation example 2 of 1,1,2,7-tetrachloro-1-hepten-3-one

[0070] 50ml of dichloromethane and 0.105mol of anhydrous aluminum trifluoride are mixed and cooled to 10°C, 0.1mol of 5-chlorovaleryl chloride is added dropwise, and a mixture of 0.105mol of trichlorethylene and 20ml of carbon tetra...

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Abstract

The invention discloses a synthetic method of pyraclonil, belonging to the technical field of herbicides. According to the synthetic method, formate, malononitrile, 5-chlorovaleryl chloride, trichloroethylene, hydrazine hydrate and p-toluenesulfonic acid propargyl alcohol ester are taken as main materials, and the pyraclonil is obtained through seven reactions. The synthetic method of the pyraclonil is short in process route, the pyraclonil can be synthesized by only seven reactions, compared with the existing synthetic method, three reactions are eliminated, the yield is greatly improved, and the production cost is lowered.

Description

technical field [0001] The invention relates to the technical field of herbicides, in particular to a method for synthesizing dipacenil. Background technique [0002] Pyraclonil is a new type of herbicide, its chemical name is: 1-(3 chloro-pyrazolo[1,5-a]-4,5,6,7-tetrahydropyridine-2- base)-5-(N-methyl-N propargylamino)-1H pyrazole-4-carbonitrile, the chemical structure is as follows: [0003] [0004] Bisacenil was originally discovered by AGFO, and later developed by Japanese agrochemical company Kyoyu Agriculture. Difenpyrazole has a high-efficiency herbicidal effect on a variety of annual and perennial weeds in paddy fields. A small amount of herbicidal effect will appear, especially for the annual broad-leaved weeds represented by barnyardgrass and bermudagrass. It has an excellent and efficient herbicidal effect. Lianzae works on the first leaf stage, which can make it dead, and lasts for 30-40 days. [0005] Bisacenil is very safe for transplanted rice and can ...

Claims

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Application Information

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IPC IPC(8): C07D471/04
CPCC07D471/04
Inventor 易章国殷少华郑腾习文兵高朋
Owner 湖北相和精密化学有限公司