YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Vitamin B1関係化合物の研究 (第6報)
3-〔2´-Methyl-4´-amino pyrimidyl-(5´)〕-methyl-4-methyl-5-β-hydroxyethyl-thiothiazolone-(2)の合成 その3
吉田 茂鵜木 諄
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1952 年 72 巻 11 号 p. 1431-1434

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By the condensation of γ-aceto-γ-chloropropyl chloride (III), obtained by treating α-aceto-α-chlorobutyrolactone (II) with conc. hydrochloric acid in the presence of glacial acetic acid, with 2-methyl-4-amino-5-aminomethylpyrimidine (VI), ammonia, and carbon disulfide, 2′-methyl-2′-chlorotetrahydrofuryl-(3′) [2-methyl-4-aminopyrimidyl-(5)]-methyldithiocarbamate (VII) is obtained. Hydrogen chloride is easily liberated from (VII), and it transits easily to 2′-methyl-4′, 5′-dihydrof aryl-(3′) [2-methyl-4-aminopyrimidyl-(5)]-methyldithiocarbamate (VIII) by heating at 100°, or by treatment with alkali. (VIII) undergoes isomerization by treatment with diluted acids to 3-[2′-methyl-4′-aminopyrimidyl-(5′)]-methyl-4-methyl-5-β-hydroxyethylthiothiazolone-(2) (SB1) (I).

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