Abstract
Condensation of 2-methyl-4-amino-5-aminomethylpyrimidine (VII), γ-aceto-γ-chloropropyl acetate (VIII) and carbon oxysulfide in the presence of ammonia, or of ammonium N-[2-methyl-4-aminopyrimidyl(5)]-methyl-thiocarbamate (X) and (VIII), results in the formation of S-(α-aceto-γ-acetoxypropyl) N-[2-methyl-4-aminopyrimidyl(5)]-methylthiocarbamate (IX). The same condensation of (VII), γ-aceto-γ-chloropropyl alcohol (XII) and carbon oxysulfide yields S-(α-aceto-γ-hydroxypropyl) N-[2-methyl-4-aminopyrimidyl-(5)]-methylthiocarbamate (XIII). Solvation of (IX) and (XIII) in diluted hydrochloric acid and its heating give 3-[2′-methyl-4′-aminopyrimidyl-(5′)]-methyl-4-methyl-5-β-hydroxyethyl-thiazolone (2) (III). When (IX) and (XIII) are heated around its decomposition point or treated with caustic alkali, thay yield 2-oxo-7-methyl-1, 2, 3, 4-tetrahydropyrimido-(4, 5-d)-pyrimidine (XI). Compound (III) thus obtained is identical with the substance of m.p. 233-234° obtained from “Aneurindisulfid” (VI) by Zima and the others. (III) does not easily convert to thiochrome (IV).
