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New synthesis method of N-acyl-N-methyltaurine

A technology of methyl taurine and sodium acyl taurine, which is applied in the fields of sulfonic acid preparation and organic chemistry, and can solve problems such as harsh process conditions

Active Publication Date: 2014-03-26
HUBEI GRAND LIFE SCI & TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method is carried out at a high temperature of 150-300°C and a high pressure of 10-25Mpa, and the process conditions are harsh. At the same time, because methylamine is used, which is a gas at normal temperature, the source of its raw materials, environmental protection and labor protection all pose problems.

Method used

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  • New synthesis method of N-acyl-N-methyltaurine

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Effect test

Embodiment 1

[0017] In a 500 ml three-necked flask, add 150 g (0.25 moles) of 33% sodium taurate aqueous solution, then add 80 g of acetone and stir evenly, cool to below 10°C, add 55 g (0.2 moles) of palmitoyl chloride slowly and uniformly ) At the same time, drop in 50% sodium hydroxide aqueous solution, carefully control the pH of the reaction solution between 9 and 10, and finish the drop in about 1 hour. Continue the reaction at 20-30°C for 2 hours, and the pH should still be 9-10 at the end. The obtained white paste reactant was placed in the refrigerator overnight, filtered to dryness, treated with acetone and dried to obtain 62 grams of white powdery sodium N-palmitoyl taurate (yield 80%).

Embodiment 2

[0019] In a 500 ml three-necked flask, put 39 g (0.1 mole) of sodium N-palmitoyl taurate and 150 ml of water, then add 50 ml of 30% sodium hydroxide, cool to below 10°C, and slowly drop Add 15 g (0.12 mol) of dimethyl sulfate, continue the reaction for 1 hour after the dripping, and then acidify with sulfuric acid to pH 2-3. The precipitated solid is filtered, washed with water and dried to obtain a white powdery N-palmitoyl-N- 25 grams of methyl taurine (90% yield).

Embodiment 3

[0021] In a 500 ml three-necked flask, add 150 g (0.25 mol) of sodium taurate solution with a concentration of 33%, cool to below 10°C, slowly and uniformly add 55 g (0.2 mol) of palmitoyl chloride, and at the same time, drop in 50% aqueous sodium hydroxide solution, carefully control the pH of the reaction solution between 9-10, about 1 hour after dripping, continue to react at 20-30℃ for 2 hours, and the pH should still be 9-10 at the end. Then add 50 ml of 30% sodium hydroxide, cool to below 10°C, slowly add 30 g (0.24 mol) of dimethyl sulfate dropwise, continue the reaction for 1 hour after the dropwise addition, and then acidify with sulfuric acid to pH 2 ~ 3, the precipitated solid was filtered, washed with water and dried to obtain 49 grams of white powdery N-palmitoyl-N-methyl taurine (yield 70%).

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Abstract

The invention relates to a new synthesis method of N-acyl-N-methyltaurine. The N-acyl-N-methyltaurine is a core raw material for synthesizing N-acyl-N-methyltaurine sodium salt which is surfactant. The invention mainly aims at providing a simple, convenient and environmental-friendly method for synthesizing N-acyl-N-methyltaurine. The method comprises the following steps of: enabling taurine and fatty acyl chloride to react under an alkaline condition to prepare N-acyltaurine sodium salt, then conducting methylation by using dimethyl sulfate under an alkaline condition and then conducting acidification to obtain the N-acyl-N-methyltaurine. The new synthesis method of N-acyl-N-methyltaurine has the advantages that the raw materials are easy to obtain, the conditions are moderate and the method is suitable for industrial production.

Description

technical field [0001] The invention relates to a new synthesis method of a compound, in particular to a synthesis method of N-acyl-N-methyl taurine. Background technique [0002] Sodium N-acyl-N-methyl taurate is widely used as a new generation of surfactant. In addition to its good detergency on hair, good softness, and little irritation to skin, it is also used in cosmetics. It is used as lithium beryllium flotation regulator. N-acyl-N-methyl taurine, the core raw material of N-acyl-N-methyl taurine sodium The preparation of sodium N-methyl taurate first reacts with ethylene oxide and sodium bisulfite to generate sodium 2-hydroxyethyl sulfonate, and then reacts with methylamine under high temperature and pressure to generate N- Sodium methyl taurate (see CN 102675160 A). The method is carried out at a high temperature of 150-300°C and a high pressure of 10-25Mpa, and the process conditions are harsh. At the same time, since methylamine is used, which is a gas at normal...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/15C07C303/22
Inventor 孙华君朱毅杨尚金潘季红杨波
Owner HUBEI GRAND LIFE SCI & TECH CO LTD
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