One-pot method of preparing N,N-dimethyl glycinate

A technology of dimethyl glycine ester and dimethyl amino acetonitrile, which is applied to the chemical industry, can solve the problems of long reaction time, unsafe operation and high reaction cost, and achieves a reaction with less contact equipment, high purity and simple operation steps. Effect

Inactive Publication Date: 2013-10-16
CHONGQING UNISPLENDOUR CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

Its disadvantages are: the first step reaction uses chloroform as a solvent, and triethylamine is used as an acid-binding agent, and the reaction time is longer; the second step reaction used dimethylamine ether solution is flammable, unsafe to operate, and difficult to industrialize
Its disadvantages are: in the preparation of decyl chloroacetate, polyethylene glycol or tetrabutylammonium halide is used as a phase transfer catalyst, the former has a longer reaction time, and the latter is more expensive; when decyl chloroacetate reacts with dimethylamine gas, Need to increase the generation and delivery device of dimethylamine gas, and use toluene as solvent, the reaction cost is high, and the operation is cumbersome
[0008] It can be seen that, in addition to the shortcomings of each of the three methods, chloride ions are inevitably introduced during the synthesis process, which in turn causes pollution to the product.

Method used

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  • One-pot method of preparing N,N-dimethyl glycinate
  • One-pot method of preparing N,N-dimethyl glycinate
  • One-pot method of preparing N,N-dimethyl glycinate

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Embodiment 1N, the preparation of N-dimethylaminoacetonitrile

[0038] At room temperature, add 1000 grams of 40% hydroxyacetonitrile aqueous solution to the autoclave, pass through 1435 grams of 33% dimethylamine aqueous solution, then raise the temperature to 60 ° C, pressurize to 0.7 MPa, react for 30 minutes, stop the reaction, and obtain Aqueous solution of N,N-dimethylaminoacetonitrile. The obtained N,N-dimethylaminoacetonitrile aqueous solution was purified to obtain N,N-dimethylaminoacetonitrile with a content of 98%.

Embodiment 2

[0039] Embodiment 2N, the preparation of N-dimethylglycine ethyl ester

[0040] Add 86 grams of N,N-dimethylaminoacetonitrile, 460 grams of ethanol, 18 grams of water, and 17 grams of catalyst cerium oxide into the reactor, install molecular sieves on the top of the reactor, stir and heat to 140°C under nitrogen protection. The whole reaction device is in an open state, which is convenient for the by-product ammonia gas to be released in time, and the ammonia gas is absorbed with water. The reaction process was detected by gas chromatography until the residual amount of N,N-dimethylaminoacetonitrile was less than 1%. After reacting for 24 hours, stop the reaction, cool, and filter to obtain the crude N,N-dimethylglycine ethyl ester and recovered cerium oxide. Evaporate the crude N,N-dimethylglycine ethyl ester under reduced pressure, control the temperature at 60-100°C, and vacuum degree 0.05MPa, first evaporate light components (mainly including ethanol and residual N,N-dime...

Embodiment 3

[0041] Embodiment 3N, the preparation of N-dimethylglycine isopropyl ester

[0042]Add 86 grams of N,N-dimethylaminoacetonitrile, 600 grams of isopropanol, 18 grams of water, and 20 grams of catalyst cerium oxide into the reactor, install molecular sieves on the top of the reactor, stir and heat to 150°C under nitrogen protection. The whole reaction device is in an open state, which is convenient for the by-product ammonia gas to be released in time, and the ammonia gas is absorbed with water. The reaction process was detected by gas chromatography until the residual amount of N,N-dimethylaminoacetonitrile was less than 1%. After reacting for 24 hours, stop the reaction, cool, and filter to obtain the crude product of N,N-dimethylglycine isopropyl ester and the first recovered cerium oxide. Evaporate the crude N,N-dimethylglycine isopropyl ester, first distill off the light components (mainly including isopropanol and residual N,N-dimethylaminoacetonitrile), then increase the...

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PUM

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Abstract

The invention belongs to the field of chemical engineering, and relates to a one-pot method of preparing N,N-dimethyl glycinate. The method comprises the steps that N,N-dimethyl aminoacetonitrile, straight-chain or branched-chain fatty alcohol of 1-12 carbon atoms, and water serve as raw materials, are heated, and react sufficiently to form N,N-dimethyl glycinate under catalysis of cerium oxide. According to the method, the raw materials and a catalyst are conducted in a pot; a yield is high; operating steps are simple; equipment contacted by reactants is less; the contaminated probability is low; no chlorine ion is introduced in a reaction; and used catalyst cerium oxide is easy to obtain, cheap in price and easy to recover and recycle, and is suitable for industrial scale production.

Description

technical field [0001] The invention aims at the field of chemical industry and relates to a method for preparing N,N-dimethylglycinate in one pot. Background technique [0002] N,N-Dimethylglycinate is a new type of skin penetration enhancer. The control test on the promotion effect of the drug indomethacin penetrating snake skin shows that the transdermal strength of this type of transdermal agent is several times that of the commercially produced transdermal absorbent Azone, and all of them can be biodegraded and metabolized. N,N-Dimethylglycine lauryl on the promotion of transdermal absorption of basic drug clonidine, acidic drug indomethacin, and 5-FU showed that indomethacin dissociated type penetrated into the transdermal agent than did not penetrate into the skin The drug absorption of clonidine is 24 times larger; the clonidine dissociation type and non-ionic type are all increased by 11 times; the hydrophilic drug 5-FU is increased by more than 20 times. This typ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/02C07C229/12
Inventor 吴传隆丁永良朱丽利郑道敏姚如杰秦岭王用贵杨帆
Owner CHONGQING UNISPLENDOUR CHEM
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