摘要
设计了以对氯苯胺和氯乙酰氯为原料 ,经缩合、硝化、还原、环合、氧化五步制得 6 氯 2 ( 1H) 喹喔酮的位置选择性合成方法 ,并对以氯乙酰氯作为苯胺的氨基保护试剂进行硝化的反应和对含活泼氯的硝基化合物进行还原的反应进行了研究 .研究结果表明以氯乙酰氯作为苯胺的氨基保护试剂进行硝化的反应符合一般的硝化定位规则 ,而含活泼氯的硝基化合物的还原在优化条件下以铁粉为还原剂可以高选择性获得目标产物 .
An improved regioselective synthesis of 6-chloro-1H-quinoxalin-2-one by using p-ehloroaniline as a starting material was described. The synthetic steps involved condensation, nitration, reduction, cyclization, and oxidation reactions. The nitration using chloroacetic chloride as an amino protective reagent of phenylamine and reduction of nitro group accompanied by active chlorine were well studied. The result shows that the nitration reaction using chloroacetic chloride as amino protective reagent of phenylamine complies with the general rule of nitration and good selectivity can be obtained by using iron powder as reductant in the reduction of nitro group accompanied by active chlorine.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2004年第7期767-769,J002,共4页
Chinese Journal of Organic Chemistry
基金
山东省自然科学基金 (No.Y2 0 0 2B1 4 )资助项目
