Method for synthesizing prochloraz intermediate

Abstract

The invention discloses a method for synthesizing a prochloraz intermediate. The prochloraz intermediate is N-[2-(2,4,6-trichlorophenoxy)ethyl]-N-n-propylamine. The method comprises the following steps of: heating 2-(2,4,6-trichlorophenoxy)chloroethane shown as a formula II and n-propylamine by using ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate as solvent until reflux to perform reaction; tracking and detecting by a thin-layer chromatography (TLC) until complete reaction; and postprocessing the reaction liquid to produce the N-[2-(2,4,6-trichlorophenoxy)ethyl]-N-n-propylamine, wherein the mol ratio of the 2-(2,4,6-trichlorophenoxy)chloroethane shown as the formula II to the n-propylamine is 1:2-6. In the method for synthesizing the prochloraz intermediate, the hydrophilic ionic liquid is used as solvent and a catalyst does not need to be added, so the method has the advantages that: the reaction time is greatly shortened to be 2 hours from the original reaction time of 2days; the conversion rate of raw materials reaches 100 percent; the yield of products can reach about 98 percent; and the purity is improved.

Description

(1) Technical field

[0001] The invention relates to a new method of prochloraz intermediate N-[2-(2,4,6-trichlorophenoxy)ethyl]-N-n-propylamine. (2) Background technology

[0002] In recent years, as a class of environment-friendly compounds, the research on room temperature ionic liquids has attracted much attention. Ionic liquid, also known as room temperature molten salt, is an organic liquid substance composed entirely of ions at room temperature and adjacent temperatures. It has a series of advantages: almost no vapor pressure, non-volatile, colorless, odorless, and has a large Liquid phase range, better chemical stability and wider electrochemical window. These special properties of room temperature ionic liquids not only provide a new field for chemical research, but also will make a breakthrough in solving the environmental pollution problems brought by modern industry. They are an ideal green chemical solvent.

[0003] Ionic liquids can not only contribute to gree...

Examples

Embodiment 1

[0032] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane in a 250mL three-necked flask, add 25mL of n-propylamine and 50mL of freshly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 2h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 27.8g, yield 98%, purity 99.2% (detected by liquid chromatography).

Embodiment 2

[0034] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane into a 250mL three-necked flask, add 15mL of n-propylamine and 26mL of freshly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 3h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 26.2g, yield 93%, purity 99.0% (detected by liquid chromatography).

Embodiment 3

[0036] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane in a 250mL three-necked flask, add 50mL of n-propylamine and 78mL of newly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 2h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 27.5g, yield 97%, purity 99.5% (detected by liquid chromatography).

(1) Technical field

[0001] The invention relates to a new method of prochloraz intermediate N-[2-(2,4,6-trichlorophenoxy)ethyl]-N-n-propylamine. (2) Background technology

[0002] In recent years, as a class of environment-friendly compounds, the research on room temperature ionic liquids has attracted much attention. Ionic liquid, also known as room temperature molten salt, is an organic liquid substance composed entirely of ions at room temperature and adjacent temperatures. It has a series of advantages: almost no vapor pressure, non-volatile, colorless, odorless, and has a large Liquid phase range, better chemical stability and wider electrochemical window. These special properties of room temperature ionic liquids not only provide a new field for chemical research, but also will make a breakthrough in solving the environmental pollution problems brought by modern industry. They are an ideal green chemical solvent.

[0003] Ionic liquids can not only contribute to gree...

Examples

Embodiment 1

[0032] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane in a 250mL three-necked flask, add 25mL of n-propylamine and 50mL of freshly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 2h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 27.8g, yield 98%, purity 99.2% (detected by liquid chromatography).

Embodiment 2

[0034] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane into a 250mL three-necked flask, add 15mL of n-propylamine and 26mL of freshly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 3h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 26.2g, yield 93%, purity 99.0% (detected by liquid chromatography).

Embodiment 3

[0036] Take 26g of 2-(2,4,6-trichlorophenoxy)chloroethane in a 250mL three-necked flask, add 50mL of n-propylamine and 78mL of newly prepared ionic liquid, reflux at 80°C, track and detect with TLC, and react for 2h completely, cooled to room temperature, washed 3 times with 300mL water, filtered to obtain filter cake and filtrate, and dried the filter cake to obtain the product N-[2-(2,4,6-trichlorophenoxy)ethyl]- N-n-propylamine 27.5g, yield 97%, purity 99.5% (detected by liquid chromatography).

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