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Preparation method of 1-(2,3-dichlorophenyl) piperazine hydrochloride

A technology of dichlorophenyl and hydrochloride, which is applied in the chemical field, can solve the problems of long reaction time, low yield, and low yield, and achieve the effects of simple operation, less waste liquid, and high yield

Inactive Publication Date: 2012-12-05
江西华龙化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first method is economical and easy to obtain raw materials, but the reaction time is long, the yield is low, and a large amount of acid waste gas and waste liquid is produced; the second method requires precious metal catalysts, or the target product can be obtained through multi-step reactions, resulting in low yield ,higher cost

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Embodiment 1: In the 500L electric heating reaction kettle, add 100 kilograms of 2,3-dichloroaniline, turn on stirring, turn on the electric heating, and the liquid in the kettle is heated to 100 ℃ and keep the temperature at 100 ℃, divide 5 batches of 110 Kilograms of bis-(2-chloroethyl)amine hydrochloride solids were put into the reactor, and the temperature was continued to be raised to 120 ° C, and the reaction was incubated for 34 hours. Heating was stopped, exhaust gas was drawn, 200 kilograms of n-butanol were added, and reflux was stirred for 1 hour. Cooling and crystallization, centrifugation, the crude product was purified with 300 kilograms of methanol, and 98.0 kilograms of 1-(2,3-dichlorophenyl)piperazine hydrochloride were obtained through cooling and crystallization, centrifugation and drying, purity (HPLC): 99.62 %, the yield is 59.5%.

Embodiment 2

[0018] Embodiment 2: in 500L electric heating reaction kettle, add 100 kilograms of 2,3-dichloroaniline, turn on stirring, turn on electric heating, and the liquid in the kettle is heated to 100 ℃ and keep the temperature at 100 ℃, divide 165 kilograms in 7 batches. The solid bis-(2-chloroethyl)amine hydrochloride was put into the reaction kettle, and the temperature was continued to rise to 160°C, and the reaction was kept for 12 hours. Crystallization, centrifugation, the crude product was purified with a mixed solvent of 300 kg of methanol and water (10:1), followed by cooling, crystallization, centrifugation and drying to obtain 1-(2,3-dichlorophenyl)piperazine hydrochloride 105.5 kg, purity (HPLC): 99.58%, yield 64.0%.

Embodiment 3

[0019] Embodiment 3: in 500L electric heating reaction kettle, add 100 kilograms of 2,3-dichloroaniline, turn on stirring, turn on electric heating, and the liquid in the kettle is heated to 100 ℃ and keep the temperature at 100 ℃, divide 200 kilograms in 8 batches. The solid bis-(2-chloroethyl)amine hydrochloride was put into the reaction kettle, the temperature was continued to rise to 200°C, the reaction was kept at a temperature of 4 hours, the heating was stopped, the exhaust gas was drawn off, 250 kg of n-butanol was added, the reflux was stirred for 1 hour, and the temperature was lowered. Crystallization, centrifugation, the crude product was purified with a mixed solvent of 350 kg of methanol and water (10:1), followed by cooling, crystallization, centrifugation and drying to obtain 1-(2,3-dichlorophenyl)piperazine hydrochloride 108.2 kg, purity (HPLC): 99.67%, yield 65.6%.

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PUM

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Abstract

The invention discloses a preparation method of 1-(2,3-dichlorophenyl) piperazine hydrochloride, which is characterized by comprising the following steps: carrying out cyclization reaction 2,3-dichloroaniline as a raw material with bis(2-chloroethyl) amine hydrochloride, wherein the charging temperature is 90-120 DEG C, and the reaction temperature is 120-220 DEG C; and treating reaction liquid after the reaction by using an after-treatment solvent, so as to obtain a coarse product, and carrying out refining on the coarse product so as to obtain a refining after-treatment solvent so as to obtain a product with purity meeting the requirement. The mass ratio of the 2,3-dichloroaniline to the bis(2-chloroethyl) amine hydrochloride is 1:(0.8-2.0), and the after-treatment solvent and the refining after-treatment solvent are protonic solvents. According to the method, the yield is high, waste liquid is relatively little, the cost is low, the purity (HPLC (High Performance Liquid Chromatography)) is up to more than 99.5%, and the yield is up to more than 59.5%; and the method is suitable for industrial production of the 1-(2,3-dichlorophenyl) piperazine hydrochloride.

Description

Technical field [0001] The invention belongs to the field of chemistry, and specifically relates to a preparation method of 1-(2,3-dichlorophenyl)piperazine hydrochloride. Background technique [0002] 1-(2,3-Dichlorophenyl)piperazine hydrochloride is the main intermediate of the atypical antipsychotic drug aripiprazole. Its preparation method can be divided into two types based on the raw materials used and reaction types: one is based on 2 , 3-dichloroaniline and bis-(2-chloroethyl)amine hydrochloride are prepared by the cyclization reaction in different solvents; the other is prepared by the condensation reaction of different halogenated benzene and piperazine, including It is prepared by condensing 2,3-dichlorobromobenzene directly with piperazine and condensing 2,6-dichloronitrobenzene with anhydrous piperazine through multi-step reaction. The first method is economical and easy to obtain raw materials, but the reaction time is long, the yield is low, and a large amoun...

Claims

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Application Information

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IPC IPC(8): C07D295/073
Inventor 李铭东杨龙马红蓝华军徐泽民
Owner 江西华龙化工有限公司
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