Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate, 2-amino, 2-cyanoacetic acid and synthesis process thereof

A technology of methyl cyanoacetate and synthesis process, applied in the preparation of carboxylic acid nitrile, preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of no economic feasibility and high cost, and achieve great economic significance and environmental protection significance Effect

Inactive Publication Date: 2021-09-17
山东晶原生物技术有限公司
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If organic solvents are used instead of water, the cost of dealing with residual solvents is also particularly high, and it is not economically feasible

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1 2-amino, the synthesis technique of methyl 2-cyanoacetate

[0029] Use the following reaction formula:

[0030] 1) methyl cyanoacetate + sodium nitrite = 2-nitroso, 2-methyl cyanoacetate;

[0031] 2) 2-Nitroso, methyl 2-cyanoacetate + H 2 (Catalyst) = methyl 2-amino, 2-cyanoacetate.

[0032] That is, first use methyl cyanoacetate and sodium nitrite for nitrosation reaction to generate 2-nitroso, methyl 2-cyanoacetate, and generate 2-nitroso, methyl 2-cyanoacetate in liquid form; During the nitrification reaction, there is no limit to the way of reaction dropwise, the reaction vessel is not limited, the rate of addition is not limited, the ratio of dropping is not limited, and the temperature is controlled at -20 ~ 100°C; The completion of the first step reaction can also be achieved at a temperature of -20 to 100°C, but 0 to 20°C is a better range.

[0033] Then use the liquid 2-nitroso, 2-cyanoacetate methyl ester to generate 2-amino, 2-cyanoacetate me...

Embodiment 2

[0037] Example 2 2-amino, the synthesis process of ethyl 2-cyanoacetate

[0038] The difference between this example and Example 1 is that the methyl esters are all replaced with ethyl esters, and the others remain unchanged.

Embodiment 3

[0039] Example 3 2-amino, the synthesis process of 2-cyanoacetic acid

[0040] Use the following reaction formula:

[0041] 1) methyl / ethyl cyanoacetate + sodium nitrite = 2-nitroso, 2-methyl / ethyl cyanoacetate;

[0042] 2) 2-nitroso, 2-cyanoacetate methyl / ethyl ester + H2 = 2-ammonia, 2-cyanoacetate methyl / ethyl ester;

[0043] 3) 2-amino, 2-cyanoacetate methyl / ethyl ester + sodium hydroxide = 2-amino, 2-cyanoacetate sodium

[0044] 4) 2-amino, 2-cyanoacetic acid sodium + hydrochloric acid = 2-amino, 2-cyanoacetic acid;

[0045] That is, the intermediate 2-amino, methyl 2-cyanoacetate or 2-amino, ethyl 2-cyanoacetate were first synthesized according to the synthesis process of Example 1 or Example 2.

[0046] Then 2-amino, 2-cyanoacetic acid methyl / ethyl ester reacts with sodium hydroxide to generate 2-amino, 2-cyanoacetic acid sodium; during this process, the temperature is controlled at 0 ~ 20 ° C, and the pH value is controlled at 10 ~11; Finally, 2-amino, 2-cyanoaceti...

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 discloses a synthesis process of 2-amino, 2-methyl cyanoacetate / ethyl cyanoacetate. The synthesis process comprises the following step: carrying out pressurized catalytic hydrogenation reaction on liquid 2-nitroso and 2-methyl cyanoacetate / ethyl cyanoacetate to generate the 2-amino, 2-methyl cyanoacetate / ethyl cyanoacetate. Wherein the liquid 2-nitroso and 2-methyl cyanoacetate / ethyl cyanoacetate are generated by carrying out nitrosation reaction on methyl cyanoacetate / ethyl cyanoacetate and sodium nitrite. The 2-amino, 2-methyl cyanoacetate / ethyl cyanoacetate can be used as an intermediate in the synthesis process of 2, 4, 5-triamino-6-hydroxypyrimidine, and can be directly subjected to ring closing with guanidyl to generate 2, 4, 5-triamino-6-hydroxypyrimidine, so that the problems of high water consumption and high wastewater yield in the synthesis process can be solved, and great economic significance and environmental protection significance are achieved. In addition, the invention further develops the application of the intermediate, and the intermediate can be used for synthesizing 2, 4, 5-triamino-6-hydroxypyrimidine and guanidyl to generate 2, 4, 5-triamino-6-hydroxypyrimidine, and can also be used for synthesizing 2-amino and 2-cyanoacetic acid.

Description

technical field [0001] The invention relates to the field of pharmacy, in particular to methyl / ethyl 2-amino, 2-cyanoacetate, 2-amino, 2-cyanoacetic acid and a synthesis process thereof. Background technique [0002] 2,4,5-Triamino-6-hydroxypyrimidine is an important intermediate of vitamin folic acid and a series of high-efficiency and low-toxic antiviral drugs such as acyclovir and famciclovir. [0003] At present, 2,4,5-triamino-6-hydroxypyrimidine has been using the traditional synthetic route: [0004] (1) guanidine hydrochloride / guanidine nitrate+sodium methylate / methanol=free guanidine+methanol solution; [0005] (2) free guanidine+methyl cyanoacetate / ethyl cyanoacetate=2,4-diamino-6-hydroxypyrimidine; [0006] (3) 2,4-diamino-6-hydroxypyrimidine+sodium nitrite=2,4-diamino-5-nitroso-6-hydroxypyrimidine; [0007] (4) 2,4-diamino-5-nitroso-6-hydroxypyrimidine+H 2 (Catalyst) = 2,4,5-triamino-6-hydroxypyrimidine. [0008] But the synthetic route of above-mentioned 2,...

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
IPC IPC(8): C07C253/30C07C255/58
CPCC07C253/30C07C255/58
Inventor 田雨
Owner 山东晶原生物技术有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com