Process for preparing cyanoacetates
US-11976024-B2 · May 7, 2024 · US
US9334232B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9334232-B2 |
| Application number | US-201013322720-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 3, 2010 |
| Priority date | Jun 5, 2009 |
| Publication date | May 10, 2016 |
| Grant date | May 10, 2016 |
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The present invention relates to a process comprising the reaction of a cyanide with an amino acid and an aldehyde, characterized in that the cyanide is a cyanide salt, the amino acid is aspartic acid and/or glutamic acid in the acidic form, and the process is performed under acidic pH by the addition of between 0 and 1 equivalent of an acid based on the amount of aspartic or glutamic acid.
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The invention claimed is: 1. A process comprising the reaction of a cyanide with an amino acid and an aldehyde, wherein the cyanide is a cyanide salt, the amino acid is aspartic acid and/or glutamic acid in the acidic form, and the process is performed under acidic pH conditions by the addition of between 0.1 and 0.8 equivalents of an acid based on the amount of aspartic and/or glutamic acid, wherein under the process conditions said cyanide salt reacts with the aspartic acid and/or glutamic acid and the aldehyde, wherein hydrogen cyanide is formed in situ. 2. The process of claim 1 , wherein the aldehyde is formaldehyde. 3. The process of claim 1 , wherein the amino acid is glutamic acid. 4. The process of claim 1 wherein the reaction of the cyanide, the amino acid and the aldehyde forms a nitrile, and wherein the process contains an additional step wherein the nitrile is hydrolyzed to a carboxylic acid, an amide or a carboxylate salt. 5. The process of claim 1 , wherein the pH is between 3 and 6. 6. The process of claim 1 , wherein the cyanide salt is an alkali metal cyanide. 7. The process of claim 6 , wherein the alkali metal cyanide is sodium cyanide or potassium cyanide. 8. The process of claim 1 , wherein the process is carried out in an aqueous solution or an organic protic solvent.
having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid · CPC title
by addition of hydrogen cyanide or salts thereof to unsaturated compounds · CPC title
Aminoacetonitriles · CPC title
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