【摘要】 4-取代苯胺依次与水合氯醛及盐酸羟胺反应制得4-取代异亚硝基乙酰苯胺(2a～2e);2在浓硫酸作用下环合制得5-取代靛红(3a～3e);3通过改进的Wolff-Kishner-黄鸣龙反应合成了重要的药物中间体——5-取代吲哚-2-酮(5a～5e);5a通过硝化制得5-硝基吲哚-2-酮(5f);5f被还原制得5-氨基吲哚-2-酮(5g)。其结构经1H NMR和MS确证。更多还原

【Abstract】 4-Substituted isonitroacetanilines(2a~2e) were prepared by the reaction of 4-substituted anilines with chloral hydrate and hydroxylamine hydrochloride.5-Substituted isatins(3a~3e) were prepared by the cyclization of 2 in the presence of concentrated sulfuric acid.The key drug intermediates,5-substituted indol-2-ones(5a~5e),were synthesized from 3 by a improved Wolff-Kishner-Huang reduction.5a was nitrified to obtain 5-nitryl-indol-2-ones(5g),then reduced to give 5-amido-indol-2-ones(5f).The structures were confirmed by 1H NMR and MS.更多还原