【摘要】 以间溴苯胺(Ⅰ)为起始原料,与水合三氯乙醛反应合成了间溴肟基乙酰苯胺(Ⅱ),反应收率90.5%。在浓硫酸的作用下,Ⅱ关环得到了4溴-靛红和6溴-靛红(Ⅲ),混合物收率97.6%。6溴-靛红的氯代反应中以冰醋酸作溶剂,代替毒性较大的硝基苯,制备了6溴--5氯-靛红(Ⅳ),收率86.8%。利用双氧水将Ⅳ氧化得到了2-氨基-4溴--5氯-苯甲酸(Ⅴ)。Ⅴ在三氯氧磷的存在下与甲酰胺反应,制备了7-溴-6氯--4(3H)-喹诺啉酮,总收率12.14%。同法合成了5-溴-6氯--4(3H)-喹诺啉酮,总收率13.47%。更多还原

【Abstract】 m-Bromooximidoacetoaniline(Ⅱ)was synthesized from m-bromoaniline(Ⅰ) and chloral hydrate in 90.5% yield.Acting with concentrated sulphuric acid,Ⅱcyclized to give the mixture of 6-bromoisatin(Ⅲ) and 4bromoisatin and the yield of the mixture was 97.6%.By chlorination of Ⅲ,6-bromo-5-chloroisatin(Ⅳ) was prepared in 86.8% yield and acetic acid was used as solvent instead of the toxic nitrobenzene.Ⅳ was oxidized by aqueous hydrogen peroxide to form 2-amino-4-bromo-5-chlorobenzoic acid(Ⅴ).Acting with phosphrous oxychloride and formamide,Ⅴ was transformed to 7-bromo-6-chloro-4(3H)-quinazolinone.The total yield was 12.14%.5-Bromo-6-chloro-4(3H)-quinazolinone was synthesed in the same way and the total yield was 13.47%.更多还原