Method for synthesizing fenoxanil

A technology of blastamide and toluene, which is applied in the field of synthesis of blastamide, can solve the problems that are not conducive to popularization and application, long reaction time, air pollution, etc., and achieve the effects of reducing the types of raw materials, shortening the reaction cycle, and reducing the cost of solvents

Active Publication Date: 2015-04-08
JINGBO AGROCHEM TECH CO LTD
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

The process is complicated, the reaction time is long, and acid gases such as sulfur dioxide and hydrogen chloride will

Method used

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  • Method for synthesizing fenoxanil

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Embodiment 1

[0018] Add 163g (1mol) of 2,4-dichlorophenol, 1L of toluene, 40g (1mol) of sodium hydroxide and 122.5g (1mol) of methyl 2-chloropropionate to a 2L reaction flask, and raise the temperature to 55°C to react 8 hour, after the reaction finishes, wash the toluene phase with water, and the toluene phase after the water wash is carried out decompression distillation solvent to obtain methyl propionate;

[0019] Add 112g (1mol) of 2-amino-2,3-dimethylbutyronitrile, 550ml of toluene, 84g (1mol) of sodium bicarbonate and the methyl propionate obtained from the reaction to a 1L reaction flask, and control the temperature at 15°C. React for 6 hours, wash the toluene phase with water after the reaction is completed, and carry out the solvent distillation of the toluene phase after the water washing, and then recrystallize with a mixed solvent of 1.1L water and ethanol, and the volume ratio of the ethanol and water is 1:1 , down to room temperature, filtered to obtain blastamide 325g, yiel...

Embodiment 2

[0021] Add 163g (1mol) 2,4-dichlorophenol, 1.2L toluene, 40g (1mol) sodium hydroxide and 134.8g (1.1mol) methyl 2-chloropropionate to a 2L reaction flask, and raise the temperature to 60°C After reacting for 9 hours, the toluene phase was washed with water after the reaction, and the washed toluene phase was subjected to vacuum distillation to obtain methyl propionate;

[0022] Add 112g (1mol) of 2-amino-2,3-dimethylbutyronitrile, 500ml of toluene, 84g (1mol) of sodium bicarbonate and the methyl propionate obtained from the reaction to a 1L reaction flask, and control the temperature at 10°C. React for 5 hours, wash the toluene phase with water after the reaction is finished, carry out the solvent distillation of the toluene phase after the water washing, and then carry out recrystallization with a mixed solvent of 1L water and ethanol, and the volume ratio of the ethanol and water is 1:1.2, After cooling down to room temperature, 326 g of blastamide was obtained by filtration...

Embodiment 3

[0024] Add 163g (1mol) 2,4-dichlorophenol, 1.3L toluene, 40g (1mol) sodium hydroxide and 147g (1.2mol) methyl 2-chloropropionate to a 2L reaction flask, and heat up to 45°C for reaction After 10 hours, the toluene phase was washed with water after the reaction, and the washed toluene phase was subjected to vacuum distillation to obtain methyl propionate;

[0025] Add 112g (1mol) of 2-amino-2,3-dimethylbutyronitrile, 550ml of toluene, 84g (1mol) of sodium bicarbonate and the methyl propionate obtained from the reaction into a 1L reaction flask, and control the temperature at 8°C. React for 7 hours, wash the toluene phase with water after the reaction is completed, and carry out the solvent distillation of the toluene phase after the water washing, and then recrystallize with a mixed solvent of 1.2L water and ethanol, and the volume ratio of the ethanol and water is 1:1.4 , down to room temperature, filtered to obtain blastamide 330g, yield 95.4%.

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Abstract

The invention relates to a novel method for synthesizing fenoxanil serving as a systemic fungicide. The novel method for synthesizing fenoxanil serving as the systemic fungicide comprises the following steps: adding 2,4-dichlorophenol, sodium hydroxide and 2-methyl chloropropionate into a methyl benzene solvent, controlling reaction temperature at 30-70 DEG C, washing methyl benzene phase by using water after the reaction is ended, and carrying out reduced pressure distillation on a solvent of the washed methyl benzene phase to obtain dichlorprop methyl ester; and adding the obtained dichlorprop methyl ester into a methyl benzene solution with dissolved 2-amino-2,3-dimethyl butyronitrile and sodium bicarbonate, reacting by controlling the reaction temperature at 0-30 DEG C, washing the methyl benzene phase by using water after the reaction is ended, carrying out reduced pressure distillation on a solvent of the washed methyl benzene phase, recrystallizing by using a mixed solvent of water and ethyl alcohol, reducing the temperature to the room temperature, and filtering to obtain the fenoxanil. According to the synthesis method, 2-chloropropionic acid is replaced by 2-methyl chloropropionate; dipropionyl chloride is replaced by the generated dichlorprop methyl ester; one-step acylation reaction is eliminated; the process route is simplified; the reaction period is shortened; the method has great development in the industrial production.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a new method for synthesizing blastamide. Background technique [0002] Blastimid, also known as cyanoprodil, is a novel systemic fungicide for the control of rice blast, widely used in rice sheath blight, rice blast and rice bacterial blight. The existing synthesis method of this product adopts the reaction of 2-chloropropionic acid and 2,4-dichlorophenol to generate trichlorpropionic acid chloride. There are also reports in the literature that in the mixed system of the toluene solution dissolved with 2-amino-2,3-dimethylbutyronitrile and the aqueous solution of sodium bicarbonate, the toluene solution of propionic acid chloride is added to keep the reaction in an ice-water bath Under the conditions, blastamide is produced. The process is complicated, the reaction time is long, and acid gas sulfur dioxide and hydrogen chloride will be produced, which will corrode ...

Claims

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Application Information

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IPC IPC(8): C07C255/29C07C253/30
Inventor 马文娟韦能春曹同波戴荣华王宗逄廷超王清新
Owner JINGBO AGROCHEM TECH CO LTD
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