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Novel technology for synthesizing bactericide tebuconazole without solvent

A technology of tebuconazole and fungicide, which is applied in the new process field of solvent-free synthetic fungicide tebuconazole, can solve the problems of high recovery energy consumption and high boiling point of solvent, and achieve high equipment utilization, high yield and easy operation Effect

Inactive Publication Date: 2017-04-26
YANCHENEG HUIHUANG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Another example is that people such as Tan Chengxia reported that using butanol as a solvent, strong basic ion exchange resin and N, N-dimethyl-4-aminopyridine as a catalyst, 2-tert-butyl-2-(4-chlorophenethyl ) Ethylene oxide reacts with 1,2,4-triazole to obtain the product tebuconazole with a yield of 67.6%, and the solvent has a high boiling point and large recovery energy consumption

Method used

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  • Novel technology for synthesizing bactericide tebuconazole without solvent
  • Novel technology for synthesizing bactericide tebuconazole without solvent

Examples

Experimental program
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Effect test

Embodiment 1

[0030] In a 250ml three-necked flask, 23.8g of 2-tert-butyl-2-(4-chlorophenethyl)oxirane was added, 10.3g of potassium carbonate and 3.6g of tetrabutylammonium bromide were added, and 1,2 , 8.2g of 4-triazole, the temperature was raised and controlled at 120°C, the reaction was carried out for 5 hours, and the reaction was stopped. Add 50g of water, add 110g of toluene, naturally cool down to 40°C and keep warm for 0.5h, then filter with suction. The filter cake was dried to obtain 26.4 g of the product tebuconazole (white solid), with a content of 98.3% and a yield of 86.1%. The chemical reaction equation of the present embodiment is as figure 1 shown.

Embodiment 2

[0032] In a 250ml three-necked flask, add 2-tert-butyl-2-(4-chlorophenethyl)oxirane 35.7g, add sodium hydroxide 3.0g and PEG 2000 12.8g, and add 1,2,4- 12.0 g of triazole was heated up and controlled at 115° C., reacted for 6 hours, and stopped the reaction. Add 42g of water, add 100g of methylcyclohexane, naturally cool down to 30°C and keep it warm for 3h, then filter with suction. The filter cake was dried to obtain 42.6 g of the product tebuconazole (white solid), with a content of 98.6% and a yield of 92.5%. The chemical reaction equation of the present embodiment is as figure 1 shown.

Embodiment 3

[0034] In a 250ml three-necked flask, add 2-tert-butyl-2-(4-chlorophenethyl)oxirane 29.8g, add triethylamine 4.4g and PEG 4000 7.3g, and add 1,2,4- 10.3 g of triazole was heated up and controlled at 125° C., reacted for 8 hours, and stopped the reaction. Add 38g of water, add 110g of cyclohexane, naturally cool down to 30°C for 2h, and filter with suction. The filter cake was dried to obtain 34.7 g of the product tebuconazole (white solid), with a content of 98.1% and a yield of 88.2%. The chemical reaction equation of the present embodiment is as figure 1 shown.

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Abstract

The invention discloses a novel technology for preparing a bactericide tebuconazole through a solvent-free method. The technology comprises the steps that 2-tertiary butyl-2-(4-chlorphenyl ethyl)ethylene oxide and 1,2,4-triazole are taken as raw materials and react under the catalytic action of an alkaline catalyst and a phase transfer catalyst, and aftertreatment is conduced on a reaction product to obtain the product tebuconazole. According to the technology, no solvent is used in the synthesizing reaction process, and therefore the solvent cost input is reduced; in addition, due to the fact that the reaction concentration is high, the reaction speed is greatly increased, the product yield is significantly increased, a separation method is easy and convenient to operate, and industrialized production is easy.

Description

technical field [0001] The invention relates to the field of chemical pesticide synthesis, in particular to a new process for synthesizing the fungicide tebuconazole without solvent. Background technique [0002] Tebuconazole is a triazole low-toxicity and high-efficiency fungicide developed by Bayer in Germany. It is a sterol demethylation inhibitor and is widely used to prevent and control various rusts, powdery mildew, net spot and root rot of cereal crops. And wheat scab, peanut brown spot, grape gray mold, powdery mildew, leaf spot of banana and tea cake disease of tea tree, etc. The use of the tebuconazole for seed treatment can completely control barley loose smut, wheat smut, light smut and seed-transmitted ring spot, and is widely used in Europe, North and South America. Tebuconazole has remarkable bactericidal activity and broad market application prospects. In 2015, it reached 550 million US dollars, and the global sales grew steadily. Its chemical name is 1-(4-...

Claims

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Application Information

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IPC IPC(8): C07D249/08
CPCC07D249/08
Inventor 董建生郭建法陆春华王正荣
Owner YANCHENEG HUIHUANG CHEM
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