Preparation of n,n'-dicarboxymethyl-1,3-propanediamines

Details Preparation of n,n'-dicarboxymethyl-1,3-propanediamines Preparation of n,n'-dicarboxymethyl-1,3-propanediamines

C - Chemistry, Metallurgy

07

D

260/523.1

C07D 487/22 (2006.01) C07D 239/04 (2006.01)

Patent

CA 1069533

PREPARATION OF N,N'-DICARBOXYMETHYL-1,3-PROPANEDIAMINES ABSTRACT OF THE INVENTION N,N'-Dicarboxymethyl-1,3-propanediamine (designated PDDA) is prepared by reacting 1,3-propanediamine with formaldehyde and HCN to form hexahydropyrimidine-1,3- diacetonitrile, which is hydrolyzed with an aqueous alkali metal hydroxide to form dialkali metal hexahydropyrimidine- 1,3-diacetate which, in turn, is reacted with mineral acid to form the desired PDDA and formaldehyde. N,N'-Dicarboxymcthyl-2-hydroxy-1,3-propanediamine (designated HYDROXY-PDDA) is prepared by reacting 1,3-diamino- 2-propanol with formaldehyde and HCN to form 5-hydroxyhexa- hydropyrimidine-1,3-diacetonitrile, which is hydrolyzed with an aqueous alkali metal hydroxide to form dialkali metal 5-hydroxyhexahydropyrimidine-1,3-diacetate which, in turn, is reacted with acid to form the desired HYDROXY- PDDA and formaldehyde. - 1 -

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