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7報)
2-Mercaptothiazole誘導体のシアノエチル化
吉田 茂岡島 薬太郎
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1953 年 73 巻 2 号 p. 171-173

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Acrylonitrile reacts with 4-methyl-5-β-acetoxyethyl-2-mercaptothiazole or 4-methyl-5-β-hydroxyethyl-2-mercaptothiazole, in the presence of sodium hydroxide, to give a substance, C12H15N3OS2, m.p. 62-63°, which was proved to be 3-β-cyanoethyl-4-methyl-5-β-cyanoethoxyethyl-2-thiono-4-thiazoline by its synthesis by the cyanoethylation of 3-β-cyanoethyl-4-methyl-5-β-hydroxyethyl-2-thiono-4-thiazoline in dioxane solution with acrylonitrile, in the presence of sodium hydroxide. 3-β-Cyanoethyl-4-methyl-5-β-hydroxyethyl-2-thiono-4-thiazoline, m.p. 78-78.5°, was obtained from β-aminopropionitrile by the action of γ-aceto-γ-chloropropyl alcohol and carbon disulfide, or by the deacetylation of 3-β-cyanoethyl-4-methyl-5-β-acetoxyethyl-2-thiono-4-thiazoline, m.p. 79-79.5°. This latter compound was prepared from β-aminopropionitrile, γ-aceto-γ-chloropropyl acetate, and carbon disulfide.

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