Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthetic Studies on Pyridoxine Derivatives. II. Synthesis of 3-(3-Hydroxy-4-hydroxymethyl-2-methyl-5-pyridyl) methyl-4-methyl-5-substitutedthiazoline-2-thiones
伊藤 磯雄植田 泰誠黒柳 吉雄鈴木 健司
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1977 年 25 巻 1 号 p. 171-174

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抄録
Syntheses of some pyridoxine derivatives having a thiazoline ring or a thiazolium ring at the 5-position are described. 3-(3-Hydroxy-4-hydroxymethyl-2-methyl-5-pyridyl)-methyl-5-methylthiazoline-2-thione (IX) was synthesized from α4, 3-O-isopropylideneisopyridoxamine (VII), carbon disulfide, ammonium hydroxide, and chloropropanone. Similarly X, XI, and XII were obtained by employing appropriate alkyl chloride instead of chloropropanone. Treatment of IX, X, XI, and XII with 30% hydrogen peroxide and 35% hydrochloric acid gave 3-(3-hydroxy-4-hydroxymethyl-2-methyl-5-pyridyl) methyl-4-methyl-5-substitutedthiazoliumchloride hydrochlorides (XIII, XIV, XV, XVI).
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© The Pharmaceutical Society of Japan
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