Vitamin B1関係化合物の研究 (第3報)
α-Aceto-γ-hydroxy(acyloxy)-propyl〔2-methyl-4-aminopyrimidyl-(5)〕-methyl-dithiocarbamateの合成
1952 年 72 巻 7 号 p. 964-966
詳細
1952 年 72 巻 7 号 p. 964-966
An almost pure α-aceto-γ-hydroxypropyl [2-methyl-4-aminopyrimidyl-(5)]-methyl-dithiocarbarnate (VI) is obtained in an approximately quantitative yield by standing the aqueous solution of ammonium [2-methyl-4-aminopyrimidyl-(5)]-methyl-dithiocarbamate-(I), obtained by the condensation of CS2 and NH3, (NH4)2S, or (NH4)HS to 2-methyl-4-amino 5-aminomethylpyrimidine (IX), with the addition of an aqueous solution of γ-aceto-γ-chloropropyl alcohol (V). In this case, the use of O-acetate (II) or O-benzoate (VII) in place of (V) results in exactly the same reaction taking place to yield α-aceto-γ-acetoxy(or benzoxy)-propyl [2-methyl-4-aminopyrimidyl-(5)]-methyl-dithiocarbamate (III or VIII). The same result can be obtained by reacting together (V), (II) or (VII) with (IX), CS2 and NH3, but it seems more appropriate to assume that this reaction occurs by way of (I) as an intermediate.
