| 7-溴-6-氯-4(3H)-喹诺啉酮和5-溴-6-氯-4(3H)-喹诺啉酮的合成 |
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| 引用本文： | 张越,牛玉环,董博芳,王银华,邸晓涛,杜会茹.7-溴-6-氯-4(3H)-喹诺啉酮和5-溴-6-氯-4(3H)-喹诺啉酮的合成[J].精细化工,2006,23(8):822-824. |
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| 作者姓名： | 张越 牛玉环 董博芳 王银华 邸晓涛 杜会茹 |
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| 作者单位： | 河北科技大学,化学与制药工程学院,河北,石家庄,050018;河北科技大学,设备处,河北,石家庄,050018;石药集团,河北宏源化工有限公司,河北,石家庄,050041;石药集团,河北中润制药有限公司,河北,石家庄,050041 |
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| 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%。
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| 关 键 词： | 常山酮 7-溴-6-氯-4(3H)-喹诺啉酮 6-溴靛红 4-溴靛红 5-溴-6-氯-4(3H)-喹诺啉酮 6-溴-5氯靛红 4-溴-5氯靛红 |
| 文章编号： | 1003-5214（2006）08-0822-03 |
| 收稿时间： | 2006-01-08 |
| 修稿时间： | 2006-01-082006-02-16 |
Synthesis of 7-Bromo-6-chloro-4-quinazolinone and 5-Bromo-6-chloro- 4-quinazolinone |
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| ZHANG Yue,NIU Yu-huan,DONG Bo-fang,WANG Yin-hua,DI Xiao-tao,DU Hui-ru.Synthesis of 7-Bromo-6-chloro-4-quinazolinone and 5-Bromo-6-chloro- 4-quinazolinone[J].Fine Chemicals,2006,23(8):822-824. |
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| Authors: | ZHANG Yue NIU Yu-huan DONG Bo-fang WANG Yin-hua DI Xiao-tao DU Hui-ru |
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| Affiliation: | 1. Chemical and Pharmerceutical Engineering College, Hebei University of Science and Technology, Shijiazhuang 050018, Hebei , China ;2. Facility Deparment , Hebei University of Science and Technology, Shijiazhuang 050018, Hebei , China; 3. Hebei Hongyuan Chemical Limited Company of Shijiazhuang Pharmaceutical Group, Shijiazhuang 050091, Hebei , China; 4. Hebei Zhonngrun Pharmerceutical Limited Company of Shijiazhuang Pharmaceutical Group ,Shijiazhuang 050041 ,Hebei, China |
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| 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%. |
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| Keywords: | changshan ketone 7-bromo-6-chloro-4(3H)-quinazolinone 6-bromoisatin 4-bromoisatin 5-bromo-6-chloro-4(3H)-quinazolinone 6-bromo-5-chloroisatin 4-bromo-5-chloroisatin |
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