王其灼, 郎继芳, 王其光. 维生素K3的研究——I.2-甲基-1,4-萘氢醌-3-磺酸盐的脱磺酸基作用J. 药学学报, 1957, 5(3): 179-184.
引用本文: 王其灼, 郎继芳, 王其光. 维生素K3的研究——I.2-甲基-1,4-萘氢醌-3-磺酸盐的脱磺酸基作用J. 药学学报, 1957, 5(3): 179-184.
WANG CHI-CHO LONG KYI-FONG WANG CHI-KUANG, . STUDIES ON VITAMIN K3——Ⅰ.DESULFONATION OF THE ALKALI SALTS OF 2-METHYL1,4-NAPHTHOHYDROQUINONE-3-SULFONIC ACIDJ. Acta Pharmaceutica Sinica, 1957, 5(3): 179-184.
Citation: WANG CHI-CHO LONG KYI-FONG WANG CHI-KUANG, . STUDIES ON VITAMIN K3——Ⅰ.DESULFONATION OF THE ALKALI SALTS OF 2-METHYL1,4-NAPHTHOHYDROQUINONE-3-SULFONIC ACIDJ. Acta Pharmaceutica Sinica, 1957, 5(3): 179-184.

维生素K3的研究——I.2-甲基-1,4-萘氢醌-3-磺酸盐的脱磺酸基作用

STUDIES ON VITAMIN K3——Ⅰ.DESULFONATION OF THE ALKALI SALTS OF 2-METHYL1,4-NAPHTHOHYDROQUINONE-3-SULFONIC ACID

  • 摘要: 亚硫酸氢钠甲萘醒(Ⅱ),及其热变化生成物2-甲基-1,4-萘氢醌-3-磺酸盐(Ⅲ),和后者的氧化产物2-甲基-1,4-萘醌-3-磺酸盐(Ⅶ),可以进行显著的脱磺酸基作用。在酸性溶液中,甲萘醌(Ⅰ)的回收率分别为80,75及25%。脱磺酸基作用的速度,亦依序遞减。Ⅱ、Ⅲ及Ⅶ,先于醋酸溶剂中脱磺酸基后,再用醋酐等使行乙酰化。可以制得二乙酰萘氢醒(X),收得率都达90%以上。但Ⅲ及Ⅶ如不先行脱磺酸基,而使与乙酰化或还原乙酰化同时进行,则优先乙酰化,不再脱磺酸基,得到的产物是二乙酰萘氢醌-3-磺酸盐(Ⅺ),而不是X。

     

    Abstract: Menadione sodium bisulfite (Ⅱ),its heat transformation isomer sodium 2-me- thyl-1,4-naphthohydroquinone-3-sulfonate(Ⅲ),as well the oxidized form of the latter sodium 2-methyl-1,4-naphthoquinonate-3-sulfonate(Ⅶ),undergoes desulfonation with the recovery of menaione (Ⅰ) .In acid medium,I is recovered in 80,75,and 25 per cents respectively. Diacetoxy-2-methyl-naphthohydroquinone (Ⅹ) has been pepered from Ⅱ,Ⅲ, and Ⅶ by desulfonation in acetic acid,followed by acetylation or reductive acetyla- tion with acctic anhydride in yields over 90 per cent. When Ⅲ or Ⅶ is treated with acetic acid,acetic anhydride,fused sodium acetate (and zinc powder in the case of Ⅶ),the aceylation reaction predominates, and,as a result,potassium diacetoxy-2-methyl-1.4-naphthohydroquinone-3-sulfonate (Ⅺ) is obtained instead of X.

     

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