9561. Toxopyrimidine

Nomenclature

CAS number: 73-67-6
4-Amino-2-methyl-5-pyrimidinemethanol; 6-amino-5-hydroxymethyl-2-methylpyrimidine; 4-amino-5-hydroxymethyl-2-methylpyrimidine; pyramin; pyramine.
C6H9N3O; mol wt 139.16.
C 51.79%, H 6.52%, N 30.20%, O 11.50%.

Description and references

A metabolite of thiamine. Prepd from 4-amino-5-aminomethyl-2-methylpyrimidine dihydrochloride or ethyl 4-amino-2-methyl-5-pyrimidinecarboxylate: Dornow, Petsch, Ber. 86, 1404 (1953); DiBella, Hennessy, J. Org. Chem. 26, 2017 (1961).

Chemical structure

Properties

Needles from water, mp 193-198°; crystals from methanol + ether, mp 198-200°. Sublimes at 0.01 mm between 155-170°.