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A kind of synthesis technique of n-cyanoethyl-n-benzoyloxyethylaniline

A kind of technology of benzoyloxyethylaniline and synthesis process, which is applied in the field of synthesis technique of N-cyanoethyl-N-benzoyloxyethylaniline, can solve the problem of high dye synthesis cost, limited application and poor economy Good and other problems, to achieve the effect of outstanding economic performance

Active Publication Date: 2021-10-08
ZHEJIANG LONGSHENG CHEM RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] N-cyanoethyl-N-benzoyloxyethylaniline is an important intermediate of C.I. Disperse Orange 73 and other dyes, and C.I. Disperse Orange 73 has excellent washing fastness and improvement performance, and is widely used in blending yellow brown, For dark-colored products such as blue and black, due to the low yield of N-cyanoethyl-N-benzoyloxyethylaniline, the cost of subsequent dye synthesis is high, and the economy is not good, which limits its use in dye synthesis Applications

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Add 34.2g of 100% N-cyanoethyl-N-hydroxyethylaniline, 28.8g of 30% liquid caustic soda, 45g of toluene and 0.4g of isomeric decanol polyoxyethylene ether in a four-necked flask, stir and beat and control At a temperature of 5-15°C, slowly add 28.4g of 98% benzoyl chloride dropwise (the dropping time is about 1.5h), keep the reaction at 5-15°C for 4h, and use HPLC to detect the end point of sampling. After the end point is reached, distill and recover toluene. After recovery, add water and stand at 70-75°C for stratification, and finally collect the oil layer at 50-75°C, which is the N-cyanoethyl-N-benzoyloxyethylaniline product. The measured product purity is 91%, and the yield is 98%.

Embodiment 2

[0017] Add 42.7g of 89% N-cyanoethyl-N-hydroxyethylaniline, 35g of 30% liquid caustic soda, 40g of methyl ethyl ketone and 0.5g of Pingjiao into a four-neck flask, stir and beat and control the temperature at 21-30°C. Slowly add 42.7g of 98% benzoyl chloride dropwise (the dropping time is about 2.5h), insulate and react at 21-30°C for 5h, take a sample and use HPLC to detect the end point, after the end point is reached, distill and recover butanone, add water after recovery and After standing at 75-80°C, the layers are separated, and finally the oil layer is collected at 50-75°C, which is the product of N-cyanoethyl-N-benzoyloxyethylaniline. The measured product has a purity of 89% and a yield of 97%.

Embodiment 3

[0019] Add 100% N-cyanoethyl-N-hydroxyethylaniline 32g, 40% liquid caustic soda 29g, 98% dichloromethane 100g and stearyl alcohol polyethylene oxide stearic acid in a four-necked flask Ester 0.8g, stirring and beating and controlling the temperature at 25-35°C, slowly adding 27.8g of 98% benzoyl chloride (dropping time is about 1.5h), and keeping the reaction at 25-35°C for 4h, sampling and detecting the end point by HPLC. After the end point is reached, stearyl alcohol polyethylene oxide stearate is recovered by distillation, water is added after the recovery is completed, and the layer is left to stand at 65-69 °C, and finally the oil layer is collected at 50-65 °C to be N-cyanoethyl -N-Benzoyloxyethylaniline product. The measured product purity is 89%, and the yield is 96%.

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Abstract

The invention discloses a synthesis process of N-cyanoethyl-N-benzoyloxyethylaniline. The process is as follows: adding N-cyanoethyl-N-hydroxyethylaniline, Organic solvent, auxiliary agent and alkaline medium are stirred and beaten. The auxiliary agent is a dispersant. Slowly add benzoyl chloride for acylation reaction. Control the reaction temperature at 5-55°C. Distill and recover the solvent after the reaction. The water is separated at 60-80°C, and finally the oil layer is collected at 50-75°C, which is N-cyanoethyl-N-benzoyloxyethylaniline. By adopting the process method of the invention, the yield of the obtained N-cyanoethyl-N-benzoyloxyethylaniline product can reach more than 96%, and the economic performance is outstanding.

Description

(1) Technical field [0001] The invention relates to a synthesis process of N-cyanoethyl-N-benzoyloxyethylaniline. (2) Background technology [0002] N-cyanoethyl-N-benzoyloxyethylaniline is an important intermediate of C.I. Disperse Orange 73 and other dyes, and C.I. Disperse Orange 73 has excellent washing fastness and improvement performance, and is widely used in blending yellow brown, For dark-colored products such as blue and black, due to the low yield of N-cyanoethyl-N-benzoyloxyethylaniline, the cost of subsequent dye synthesis is high, and the economy is not good, which limits its use in dye synthesis Applications. (3) Contents of the invention [0003] The present invention aims to provide a high-yield synthesis technique of N-cyanoethyl-N-benzoyloxyethylaniline. [0004] The technical scheme adopted in the present invention is: [0005] A kind of synthetic technique of N-cyanoethyl-N-benzoyloxyethylaniline, described technique is as follows: in acylation reac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/30C07C255/24
CPCC07C253/30C07C255/24
Inventor 余青结单栋郑小渡吴齐超毛新军曾银城廖灵斌张惠忠
Owner ZHEJIANG LONGSHENG CHEM RES
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