首页> 外国专利> Preparing 5-chloromethyl salicylic acid, useful for preparing the antifungal agent 5-(2-hydroxy-1-naphthylmethyl) salicylic acid, comprises reacting salicylic acid with paraformaldehyde and hydrogen chloride

Preparing 5-chloromethyl salicylic acid, useful for preparing the antifungal agent 5-(2-hydroxy-1-naphthylmethyl) salicylic acid, comprises reacting salicylic acid with paraformaldehyde and hydrogen chloride

机译:制备用于制备抗真菌剂5-(2-羟基-1-萘甲基)水杨酸的5-氯甲基水杨酸,包括使水杨酸与低聚甲醛和氯化氢反应。

摘要

Preparing 5-chloromethyl salicylic acid (I) by reacting salicylic acid with paraformaldehyde and hydrogen chloride in glacial acetic acid comprises performing the reaction at room temperature in the presence of a catalyst, e.g. phosphoric acid, calcium hydroxide, zinc chloride, sodium (bi)sulfate or hydrogen bromide, where the product is recovered by filtration or centrifugation and the resulting filtrate is used directly for a new synthesis. An independent claim is also included for preparing 5-(2-hydroxy-1-naphthylmethyl) salicylic acid (II) by reacting (I) with 1-naphthol in a mixture of glacial acetic acid and methylene chloride at 40[deg]C, where the product is recovered by filtration or centrifugation, the product is then decolorized by washing with methylene chloride, the product is then washed with benzene or toluene to remove unreacted 1-naphthol, the product is recovered by vacuum drying at 40[deg]C in the dark and is then recrystallized from ethanol/water to give a 97% pure product, and the product is optionally converted to its zinc, magnesium or calcium salt.
机译:通过使水杨酸与多聚甲醛和氯化氢在冰醋酸中反应来制备5-氯甲基水杨酸(I),包括在室温下在催化剂例如乙醇的存在下进行反应。磷酸,氢氧化钙,氯化锌,(双)硫酸钠或溴化氢,通过过滤或离心回收产物,所得滤液直接用于新合成。还包括通过在冰乙酸和二氯甲烷的混合物中于40℃使(I)与1-萘酚反应来制备5-(2-羟基-1-萘甲基)水杨酸(II)的独立权利要求,其中通过过滤或离心回收产物,然后通过用二氯甲烷洗涤使产物脱色,然后用苯或甲苯洗涤产物以除去未反应的1-萘酚,通过在40℃下真空干燥来回收产物。在黑暗中浓缩,然后从乙醇/水中重结晶,得到纯度为97%的产物,该产物任选地转化为其锌,镁或钙盐。

著录项

  • 公开/公告号CH696268A5

    专利类型

  • 公开/公告日2007-03-15

    原文格式PDF

  • 申请/专利权人 GEORGES WOLCZUNOWICZ;FRANCOIS HELOU;

    申请/专利号CH20010000063

  • 发明设计人 WOLCZUNOWICZ GEORGES;

    申请日2001-01-17

  • 分类号C07C65/105;A61K31/603;

  • 国家 CH

  • 入库时间 2022-08-21 20:29:43

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