N,n'-diacetic acid-n'-cyanomethyl salts thereof and their...

Details N,n'-diacetic acid-n'-cyanomethyl salts thereof and their... N,n'-diacetic acid-n'-cyanomethyl salts thereof and their...

C - Chemistry, Metallurgy

07

C

C07C 255/28 (2006.01) C07C 255/25 (2006.01) C11D 3/33 (2006.01)

Patent

CA 2085151

ABSTRACT A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (E-D3A) or its salts. A salt of N,N'-ethylenediaminediacetic acid (ED2AH2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is a useful intermediate in the production of ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.

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