IP Library Granted Patent US 9,334,232
Granted Patent B2
US 9,334,232 · App. 13/322,720 · Granted May 10, 2016

Process to prepare a chelating agent or precursor thereof using a cyanide salt

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Quick Facts
Patent No.
US 9,334,232
App. No.
13/322,720
Granted
May 10, 2016
Kind
B2
Abstract

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.

Claims (8)

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.

Assignments (3)
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2012
From: LAMMERS, HANS; HEUS, MARTIN; BOONSTRA, TJERK OEDSE; REICHWEIN, ADRIANUS MARIA
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 027765/0248 →