Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1974-03-22
1976-11-02
Rizzo, Nicholas S.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
424251, C07D47508
Patent
active
039897036
ABSTRACT:
A three-step process is provided for preparing the L,D and DL isomers of N[p-{[(2,4-diamino-6-pteridyl)-methyl]N.sup.10 -methylamino}-benzoyl]-glutamic acid. The first step produces: 2,4-diamino-6-hydroxymethyl pteridine by condensation in a buffered aqueous media of 2,3,4,5-tetraminopyrimidine dihydrochloride with the bisulphite addition product of 1,3-dihydroxyacetone in the presence of cysteine as catalyst and using selenium dioxide and a continuous air bubbling as oxidation agents. In the next step, 2,4-diamino-6-halomethylpteridine is obtained by halogenation of the previously obtained 2,4-diamino-6-hydroxymethylpteridine in an inert media with a halogenation agent such as thionyl chloride, in the presence of a basic catalyst such as pyridine or triethylamine. In the third step, N[p-{[(2,4-diamino-6-pteridyl)-methyl]-N.sup.10 -methylamino}-benzoyl-]-glutamic acid is produced by condensation of the 2,4-diamino-6-halomethylpteridine with N[p-(N-methylamino)-benzoyl]-glutamic acid at pH 3-4 in an aqueous buffered solution.
REFERENCES:
patent: 2561658 (1951-07-01), Gardner et al.
patent: 2667485 (1954-01-01), Petering
Ciustea Gheorghe
Feyns Liviu Valentin
Niculescu-Duvaz Ion
Suster Dan
Institutul Oncologic
Rizzo Nicholas S.
Tovar Jose
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