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Preparation method of N-[4-(triethyl aminomethyl) benzoyl] caprolactam bromide

A technology for methylbenzoyl caprolactam and bromomethylbenzoyl caprolactam, which is applied in the field of chemical synthesis, can solve the problems of high process equipment requirements, toxic gas discharge, expensive raw materials, etc., and achieves high synthesis yield and high production efficiency. The effect of low cost and simple synthesis process

Inactive Publication Date: 2011-06-15
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The purpose of the present invention is to solve the above-mentioned N-[4-(triethylaminomethyl)benzoyl]caprolactam bromide preparation method in which the raw material is expensive, the operation is complicated, the process equipment requirements are high, and the synthesis process has toxic gas emissions and other problems to provide a kind of N-[4-(triethylaminomethyl)benzoyl]caprolactam bromide with low raw material cost, simple synthesis process, easy operation, no toxic gas discharge, etc., and high final yield preparation method

Method used

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  • Preparation method of N-[4-(triethyl aminomethyl) benzoyl] caprolactam bromide
  • Preparation method of N-[4-(triethyl aminomethyl) benzoyl] caprolactam bromide
  • Preparation method of N-[4-(triethyl aminomethyl) benzoyl] caprolactam bromide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] (1) Add 6.8g (0.05mol) p-toluic acid to a 100mL three-necked flask, add 4.38mL (0.06mol) thionyl chloride under stirring to dissolve 30mL chloroform, and heat the oil bath to reflux under mechanical stirring. Status, reaction 2~4h;

[0052] Remove the solvent and the remaining thionyl chloride under reduced pressure to obtain a yellowish liquid p-toluoyl chloride;

[0053] (2) Add 5.6g (0.05mol) caprolactam, 20mL chloroform and 7.22ml (0.05mol) triethylamine into a three-necked flask and stir to dissolve them. At room temperature, the p-toluene obtained in step (1) Formyl chloride was dissolved in 20 mL of chloroform and slowly added dropwise. After the dropwise addition, the temperature was raised to the reflux state and reacted for 2 hours;

[0054] The yellowish solid of the solvent was removed under reduced pressure, washed thoroughly with a small amount of water, and then recrystallized with acetone or ethanol to obtain white solid p-toluoyl caprolactam; mp: 130~132°C, r...

Embodiment 2

[0060] (1) Add 6.8g (0.05mol) p-toluic acid and 30mL chloroform to a 100mL three-necked flask, stir to dissolve, add 5.12mL (0.07mol) thionyl chloride, and under mechanical stirring, the oil bath is heated to Reflux state, reaction for 2-4h,

[0061] Remove the solvent and the remaining thionyl chloride under reduced pressure to obtain a yellowish liquid p-toluoyl chloride;

[0062] (2) Add 5.6g (0.05mol) caprolactam, 20mL chloroform and 7mL into a 100mL three-necked flask

[0063] Triethylamine is stirred and dissolved. Under ice-water bath conditions, dissolve the p-toluoyl chloride obtained in step (1) in 20ml of chloroform, slowly drip it, and react at room temperature for 2h after the addition is complete;

[0064] The yellowish solid of the solvent was removed under reduced pressure, washed thoroughly with a small amount of water, and then recrystallized with acetone to obtain a white solid p-toluoyl caprolactam; the obtained white solid mp: 130-132°C, relative to p-methyl The ...

Embodiment 3

[0070] (1) Add 6.8g (0.05mol) p-toluic acid to a 100mL three-necked flask, dissolve in 30mL chloroform, add 5.84mL (0.08mol) thionyl chloride under stirring, and heat up the oil bath to Reflux state, react for 2~4h;

[0071] Remove the solvent and the remaining thionyl chloride under reduced pressure to obtain a yellowish liquid p-toluoyl chloride;

[0072] (2) Add 5.6g (0.05mol) of caprolactam, 20mL of chloroform and 7mL of triethylamine into a three-necked flask, stir and dissolve, and at room temperature, dissolve the p-toluoyl chloride obtained in step (1) in 20mL In chloroform, slowly drip, after dripping, the temperature is raised to reflux state, and the reaction is 2h;

[0073] The yellowish solid of the solvent was removed under reduced pressure, washed thoroughly with a small amount of water, and then recrystallized with acetone or ethanol to obtain white solid p-toluoyl caprolactam; mp: 130~132°C, relative to p-toluic acid The yield of 87%;

[0074] (3) Add 5.5g (0.023mol...

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Abstract

The invention discloses a synthesis method of N-[4-(triethyl aminomethyl) benzoyl]caprolactam bromide. The method comprises the following four steps: chloridizing methylbenzoic acid and then carrying out reaction on chloridized methylbenzoic acid and caprolactam; and carrying out benzyl position-halogenation reaction and triethylamine salifying reaction so as to obtain the white solid N-[4-(triethyl aminomethyl) benzoyl] caprolactam bromide finally. The synthesis method is simple in synthesis process and convenient for operation; the N-[4-(triethyl aminomethyl) benzoyl]caprolactam bromide prepared by the synthesis method has the advantages of wide raw material source, cheap price, low production cost cleanliness and no pollution and is environment-friendly; and yield of the product is high, and the yield of the final product is 55-65%.

Description

technical field [0001] The invention relates to a preparation method of N-[4-(triethylaminomethyl)benzoyl]caprolactam bromide, which belongs to the field of chemical synthesis. The substance is a low-temperature bleaching and washing activator and is an important fine chemical Taste. Background technique [0002] N-[4-(triethylaminomethyl)benzoyl]caprolactam halide is widely used as an activator for low-temperature bleaching and washing. The process reform of the printing and dyeing industry has promoted the development and research of this activator. Oxygen bleaching activator for textile bleaching is a major innovation of traditional hydrogen peroxide bleaching, which can reduce the temperature of thermal bleaching or shorten the stacking time of cold-rolled stacking bleaching. And improve product quality. For this reason, the oxygen bleaching activators being developed and developed at home and abroad include TAED, NBOS, TBCC, TBCB and THCTS. [0003] TAED, namely te...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D223/10
Inventor 任玉杰张招福陈卫建
Owner SHANGHAI INST OF TECH
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