Process for preparing 2-oxindoles and N-hydroxy-2-oxindoles
    21.
    发明授权
    Process for preparing 2-oxindoles and N-hydroxy-2-oxindoles 失效
    制备2-羟基吲哚和N-羟基-2-羟基吲哚的方法

    公开(公告)号:US06469181B1

    公开(公告)日:2002-10-22

    申请号:US08380765

    申请日:1995-01-30

    IPC分类号: C07D20934

    摘要: The present invention provides a processes, having practical utility, for preparing 2-oxindoles, N-hydroxy-2-oxindoles, or mixtures thereof comprising: catalytically hydrogenating a 2-nitroarylmalonate diester to produce a 2-(N-hydroxyamino)arylmalonate diester, a 2-aminoarylmalonate diester, or mixtures thereof as a first reaction intermediate; cyclizing, by intramolecular aminolysis of one ester group, the first reaction intermediate to produce a N-hydroxy-2-oxindole-3-carboxylate ester, 2-oxindole-3-carboxylate ester, or mixtures thereof as a second reaction intermediate; and hydrolyzing and decarboxylating the remaining ester group of the second reaction intermediate to produce the N-hydroxy-2-oxindole, the 2-oxindole, or mixtures thereof, wherein the cyclization reaction and the hydrolysis and decarboxylation reaction are conducted in situ with the catalytic hydrogenation reaction without isolation of said reaction intermediates.

    摘要翻译: 本发明提供了具有实用性的用于制备2-羟基吲哚,N-羟基-2-羟基吲哚或其混合物的方法,其包括:催化氢化2-硝基芳基丙二酸二酯以产生2-(N-羟基氨基)芳基丙二酸二酯, 2-氨基芳基丙二酸二酯,或其混合物作为第一反应中间体; 通过一个酯基团的分子内氨基化,使第一反应中间体环化以产生N-羟基-2-羟基吲哚-3-羧酸酯,2-羟基吲哚-3-羧酸酯或其混合物作为第二反应中间体; 并且将第二反应中间体的剩余酯基水解和脱羧以产生N-羟基-2-羟基吲哚,2-羟基吲哚或其混合物,其中环化反应和水解和脱羧反应与催化剂原位进行 加氢反应而不分离所述反应中间体。