CN104072392A - Preparation method of N-cyclopropyl guanidinoacetic acid - Google Patents
Preparation method of N-cyclopropyl guanidinoacetic acid Download PDFInfo
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- CN104072392A CN104072392A CN201410185648.0A CN201410185648A CN104072392A CN 104072392 A CN104072392 A CN 104072392A CN 201410185648 A CN201410185648 A CN 201410185648A CN 104072392 A CN104072392 A CN 104072392A
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- cyclopropyl
- acid
- guanidinoacetic acid
- preparation
- compound
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Abstract
The invention relates to a synthetic method of a novel chemical and particularly relates to a preparation method of N-cyclopropyl guanidinoacetic acid. The required raw materials comprise cyclopropylamine, hydroxyl acetonitrile, sodium hydroxide, hydrochloric acid and cyanamide. N-cyclopropyl guanidinoacetic acid is a novel compound. A small amount of information shows that the N-cyclopropyl guanidinoacetic acid is the non-essential amino acid of human body. The compound can be considered as a guanidinoacetic acid derivative formed by substituting the nitrogen-atom in the guanidinoacetic acid molecule by cyclopropyl. The compound is to have an extremely important effect in the field of medicines, foods, feed additive and the like. The preparation method of the N-cyclopropyl guanidinoacetic acid, which is provided by the invention, has the advantages of short route, mild reaction condition, no corrosion, no harmful residues and the like.
Description
technical field:
The present invention relates to the synthetic method of new chemical product, be specially the preparation method of N-cyclopropyl guanidoacetic acid.
background technology:
N-cyclopropyl guanidoacetic acid is a kind of new compound, there is a small amount of information to hold itself out to be human body non-essential amino acid, this compound can think that in guanidoacetic acid molecule, the hydrogen on nitrogen-atoms is replaced the guanidoacetic acid derivative forming by cyclopropyl, there is step-down, the effect such as hypoglycemic, antiviral and anticancer in conjunction with guanidine compound, and the effect such as weightening finish muscle and energy storage of guanidoacetic acid, known this compound will have very important effect in fields such as medicine, food and feed additives, but does not have at present the synthetic method of any this compound.
summary of the invention:
Therefore, the present invention proposes the preparation method of N-cyclopropyl guanidoacetic acid.
The preparation method of N-cyclopropyl guanidoacetic acid, desired raw material comprises cyclopropylamine, hydroxyacetonitrile, sodium hydroxide, hydrochloric acid and cyanamide; Concrete preparation process is as follows:
(1) cyclopropylamine and hydroxyacetonitrile reaction make cyclopropyl amino acetonitrile, and reaction conditions is: the normal atmosphere of 1atm(in 20 DEG C) under, its chemical equation is:
(2) cyclopropyl amino acetonitrile makes cyclopropyl amino sodium acetate through sodium hydroxide catalytic hydrolysis, and reaction conditions is: under the 1atm in 100 DEG C, its chemical equation is:
(3) cyclopropyl amino sodium acetate is that reaction makes N-cyclopropyl guanidoacetic acid with cyanamide again after 10 through hcl acidifying to pH value, and reaction conditions is: under the 1atm in 70 DEG C, its chemical equation is:
The present invention all belongs to most economical, the most reasonable approach from reaction mechanism and desired raw material, and according to said method preparation has that circuit is short, reaction conditions is gentle, a non-corrosiveness and without plurality of advantages such as the Harmful Residues.
embodiment:
The preparation method of N-cyclopropyl guanidoacetic acid, desired raw material comprises cyclopropylamine, hydroxyacetonitrile, sodium hydroxide, hydrochloric acid and cyanamide; Concrete preparation process is as follows:
(1) cyclopropylamine and hydroxyacetonitrile reaction make cyclopropyl amino acetonitrile, and reaction conditions is: the normal atmosphere of 1atm(in 20 DEG C) under, its chemical equation is:
(2) cyclopropyl amino acetonitrile makes cyclopropyl amino sodium acetate through sodium hydroxide catalytic hydrolysis, and reaction conditions is: under the 1atm in 100 DEG C, its chemical equation is:
(3) cyclopropyl amino sodium acetate is that reaction makes N-cyclopropyl guanidoacetic acid with cyanamide again after 10 through hcl acidifying to pH value, and reaction conditions is: under the 1atm in 70 DEG C, its chemical equation is:
。
Claims (1)
- The preparation method of 1.N-cyclopropyl guanidoacetic acid, is characterized in that: desired raw material comprises cyclopropylamine, hydroxyacetonitrile, sodium hydroxide, hydrochloric acid and cyanamide;Preparation process is as follows:(1) cyclopropylamine and hydroxyacetonitrile reaction make cyclopropyl amino acetonitrile, and reaction conditions is: the normal atmosphere of 1atm(in 20 DEG C) under, its chemical equation is:(2) cyclopropyl amino acetonitrile makes cyclopropyl amino sodium acetate through sodium hydroxide catalytic hydrolysis, and reaction conditions is: under the 1atm in 100 DEG C, its chemical equation is:(3) cyclopropyl amino sodium acetate is that reaction makes N-cyclopropyl guanidoacetic acid with cyanamide again after 10 through hcl acidifying to pH value, and reaction conditions is: under the 1atm in 70 DEG C, its chemical equation is:。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410185648.0A CN104072392A (en) | 2014-05-05 | 2014-05-05 | Preparation method of N-cyclopropyl guanidinoacetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410185648.0A CN104072392A (en) | 2014-05-05 | 2014-05-05 | Preparation method of N-cyclopropyl guanidinoacetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104072392A true CN104072392A (en) | 2014-10-01 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410185648.0A Pending CN104072392A (en) | 2014-05-05 | 2014-05-05 | Preparation method of N-cyclopropyl guanidinoacetic acid |
Country Status (1)
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| CN (1) | CN104072392A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256309A (en) * | 2019-06-20 | 2019-09-20 | 威海迪素制药有限公司 | The preparation method of 1- thiopurine methyltransferase cyclopropaneacetic acid |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101993384A (en) * | 2009-08-21 | 2011-03-30 | 北京紫光英力化工技术有限公司 | Deamination new process by alkaline hydrolysis of nitrile compounds |
-
2014
- 2014-05-05 CN CN201410185648.0A patent/CN104072392A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101993384A (en) * | 2009-08-21 | 2011-03-30 | 北京紫光英力化工技术有限公司 | Deamination new process by alkaline hydrolysis of nitrile compounds |
Non-Patent Citations (1)
| Title |
|---|
| 姚方 等: "一水肌酸的合成方法", 《天津化工》, vol. 17, no. 2, 31 March 2003 (2003-03-31) * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256309A (en) * | 2019-06-20 | 2019-09-20 | 威海迪素制药有限公司 | The preparation method of 1- thiopurine methyltransferase cyclopropaneacetic acid |
| CN110256309B (en) * | 2019-06-20 | 2020-12-08 | 迪嘉药业集团有限公司 | Preparation method of 1-mercaptomethylcyclopropyl acetic acid |
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Application publication date: 20141001 |