5-Hydroxyhexahydropyrimidine

Details 5-Hydroxyhexahydropyrimidine 5-Hydroxyhexahydropyrimidine

1976-07-07

1977-11-15

Phillips, Delbert R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D23904

Patent

active

040585280

ABSTRACT:
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'-dicarboxymethyl-2-hydroxy-1,3-propanediamine (designated HYDROXY-PDDA) is prepared by reacting 1,3-diamino-2-propanol with formaldehyde and HCN to form 5-hydroxyhexahydropyrimidine-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.

REFERENCES:
patent: 3658817 (1972-04-01), Orlando
Chem. Abst., vol. 66, (1967), p. 28727d.
Chem. Abst., vol. 66, (1967), p. 28731a.
Chem. Abst., vol. 32, p. 469h.
Chem. Abst., vol. 50, p. 1780h.
J. Am. Chem. Soc., (1946), vol. 68, pp. 1611-1613.

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