Unlock instant, AI-driven research and patent intelligence for your innovation.

The preparation method of chloroquine key intermediate 2-amino-5-diethylaminopentane

A technology for ethylaminopentane and its intermediates, which is applied in the field of preparation of the key intermediate of chloroquine, 2-amino-5-diethylaminopentane, can solve the problems of poor environmental protection, low synthesis efficiency and production capacity, and achieve high environmental protection , Equipment material requirements are low, and the effect of avoiding chlorine-containing wastewater

Active Publication Date: 2022-07-05
北京弗莱明科技有限公司 +2
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Therefore, the technical problem to be solved in the present invention is to overcome the poor environmental protection caused by a large amount of chlorine-containing wastewater and the synthesis efficiency caused by the interstitial operation of multiple reaction steps in the preparation method of 2-amino-5-diethylaminopentane in the prior art. and the defect of low production capacity, thereby providing a kind of preparation method of 2-amino-5-diethylaminopentane

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • The preparation method of chloroquine key intermediate 2-amino-5-diethylaminopentane
  • The preparation method of chloroquine key intermediate 2-amino-5-diethylaminopentane
  • The preparation method of chloroquine key intermediate 2-amino-5-diethylaminopentane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The present embodiment provides a preparation method of 2-amino-5-diethylaminopentane, and its preparation route is as follows:

[0033] (1) amidation reaction:

[0034]

[0035] (2) Hydrodeoxygenation / hydroamination reaction

[0036]

[0037] 20.0kg / h ethyl levulinate and 20.2kg / h diethylamine enter the first reactor, the first reactor is a three-stage reactor in series, first enter the first-stage kettle type reactor, the liquid phase average stay Time 6 hours, the top extracts 10kg / h of diethylamine and ethanol mixture, then the still liquid enters the second-stage tank reactor, and supplements 10.2kg / h of fresh diethylamine, the average residence time of the liquid phase is 6 hours, and the top is collected. Out diethylamine and ethanol mixture 10kg / h, then the still liquid enters the third-stage still-type reactor, and supplements 10.1kg / h of fresh diethylamine, the liquid phase average residence time is 10 hours, and diethylamine and ethanol are extracted f...

Embodiment 2

[0042] This embodiment provides a method for preparing 2-amino-5-diethylaminopentane, the preparation including amidation reaction and hydrodeoxygenation / hydroamination reaction. Specifically:

[0043] 20.0kg / h ethyl levulinate and 10.1kg / h diethylamine enter the first reactor, the first reactor is a series-connected secondary reactor, first enter the first-level tank reactor, and the liquid phase stays on average. Time 0.5 hour, the top extracts 8kg / h of diethylamine and ethanol mixture, then the still liquid enters the second-stage tank reactor, and supplements 5.1kg / h of fresh diethylamine, the average residence time of the liquid phase is 0.5 hours, and the top is extracted. Out diethylamine and ethanol mixture 6kg / h, then the still liquid enters the third stage still type reactor, and supplements 5.2kg / h of fresh diethylamine, the average residence time of the liquid phase is 1 hour, and diethylamine and ethanol are extracted from the top Mixture 3kg / h, the 3rd stage sti...

Embodiment 3

[0048] The present embodiment provides a preparation method of 2-amino-5-diethylaminopentane, and its preparation route is as follows:

[0049] (1) amidation reaction:

[0050]

[0051] (2) Hydrodeoxygenation / hydroamination reaction

[0052]

[0053] 17.22kg / h butyl levulinate (172.22g / mol; 100mol) and 29.3kg / h diethylamine enter the first reactor, the first reactor is a four-stage reactor in series, first enters the first-stage still type reactor, the average residence time of the liquid phase is 9 hours, and the top extracts 15kg / h of diethylamine and ethanol mixture, and then the still liquid enters the second-stage kettle type reactor, and supplements 14.6kg / h of fresh diethylamine, the liquid phase The average residence time was 9 hours, and the top produced diethylamine and ethanol mixture 10kg / h, and then the still liquid entered the third-stage tank reactor, and supplemented 14.6kg / h of fresh diethylamine, and the average residence time of the liquid phase was 9...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to the technical field of medicine and chemical industry, and discloses a preparation method of 2-amino-5-diethylaminopentane, a key intermediate of chloroquine. chemical reaction to obtain N,N-diethyllevulinic acid amide intermediate, and then hydrodeoxygenation and amination reaction of the intermediate and the mixed gas of hydrogen and ammonia occur under the action of a catalyst to obtain the 2 -Amino-5-diethylaminopentane, the method of the present invention has no chlorination process, thus avoiding the generation of chlorine-containing waste water, and has high environmental protection; the reaction steps are short and the overall yield is high, and ethyl levulinate is used as the raw material to calculate The molar yield of the first step is over 98%, the molar yield of the second step is over 92%, and the total molar yield is over 90%, which effectively improves the production capacity of 2-amino-5-diethylaminopentane.

Description

technical field [0001] The invention relates to the technical field of medicine and chemical industry, in particular to a preparation method of 2-amino-5-diethylaminopentane, a key intermediate of chloroquine. Background technique [0002] Chloroquine phosphate, also known as chloroquine diphosphate, chemical name N',N'-diethyl-N4-(7-chloro-4-quinolinyl)-1,4-pentanediamine diphosphate, English name Chloroquine phosphate, the chemical structure is as follows: [0003] [0004] Chloroquine phosphate is a 4-aminoquinoline antimalarial drug, which can inhibit the nucleic acid synthesis of Plasmodium schizonts, interfere with the growth and reproduction of Plasmodium parasites, and has a high-efficiency killing effect on Plasmodium schizonts. It is used for treatment Chloroquine-sensitive Plasmodium falciparum, Plasmodium vivax and Plasmodium vivax, and can be used for the inhibitory prevention of malaria symptoms, as well as for the treatment of extraintestinal amebiasis, co...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/50C07C211/09
CPCC07C231/02C07C209/50C07C235/74C07C211/09
Inventor 黄龙高乐刘伟王新承易玉峰杜松松冯旭楞李刚宋丹武广伟龙华
Owner 北京弗莱明科技有限公司