Reactions of 2-amino-4-hydroxy-6-methylpyrimidine with propylenechlorohydrin andα-monochlorohydrin of glycerol results in the formation of the corresponding 2-amino-3- (hydroxyalkyl)-3,4-di-hydro-6-methylpyrimidones-4.
2-Amino-3- (β,γ-dihydroxypropyl)-3,4-dihydro-6-methylpyrimidone-4 on heating undergoes a cyclization to 2,3-dihydro-2-hydroxymethyl-7-methyl-5H-oxazolo[3,2-a]pyrimidin-5-one.
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V. S. Reznik and N. G. Pashkurov, Izv. Akad. Nauk SSSR, Ser. Khim.,1966, 1613.
R. B. Angier and W. V. Curran, J. Organ. Chem.,26, 1891 (1961).
N. G. Pashkurov and V. S. Reznik, Khhniya Geterotsikl. Soed.,1968, 918.
N. G. Pashkurov and V. S. Reznik, Izv. Akad. Nauk SSSR, Ser. Khim.,1968, 1841.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 919–922, April, 1969.
The authors wish to thank R. R. Shagidullin, A. V. Chernova, and S. A. Flegotov for assistance in this work.
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Beznik, V.S., Pashkurov, N.G., Raevskii, O.A. et al. Reactions of 2-amino-4-hydroxy-6-methylpyrimidine with certain chlobohydrins. Russ Chem Bull 18, 835–838 (1969). https://doi.org/10.1007/BF00907054