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氨基二苯甲酮衍生物的合成与表征

【作者】 李强

【导师】 雷武;

【作者基本信息】 南京理工大学 , 物理化学, 2007, 硕士

【摘要】 氨基二苯甲酮衍生物在医药领域作为抗炎药,与传统的抗炎药相比具有无可比拟的优势,国外对氨基二苯甲酮衍生物的医药效果已经报道过,但合成步骤、工艺条件尚没有系统的做过研究,因此,对氨基二苯甲酮的合成与工艺研究具有重大的意义。本文以对硝基苯甲酰氯和氯苯为起始原料,合成4-氯-4′-硝基二苯甲酮,经过硝基还原合成4-氯-4′-氨基二苯甲酮,然后4-氯-4′-氨基二苯甲酮与领氯硝基苯经过乌尔曼反应合成4-氯-4′-(2-硝基苯基氨基)二苯甲酮,再经过硝基还原合成了4-氯-4′-(2-氨基苯基氨基)二苯甲酮,并且对4-氯-4′-(2-硝基苯基氨基)二苯甲酮的合成工艺条件进行了探索,并采用红外光谱、核磁共振对各步产品进行了结构表征。通过正交实验和单因素实验对前三步研究了反应温度、反应时间、催化剂和原料比进行了工艺优化,确立了合成产物的较佳反应条件。

【Abstract】 Aminobenzophenones and its derivatives as inti-inflammatory medicine haveabsolutely advantages compared with traditional in medicine. In abroad, the effect ofAminobenzophenone derivatives in medicine had been reported, however, theinvestigation on the synthesis about it is scarce. Therefore, it’s important to study theoptimum reaction conditions and synthesis of Aminobenzophenone derivatives.A final medicine intermediate 4-(2-Amiophenvlamino)-4’-chlorobenzophenonewas synthesized firstly using chlorobenzene and 4-nitrobenzoyl chloride by thepreparing of 4-nitro-4’-chlorobenzphenone, 4-amino-4’-chlorobenzphenone throughNitro-reduction, 4-(2-Nitrophenvlamino)-4’-chlorobenzophenone and4-(2-Amiophenvlamino)-4’-chlorobenzophenone.The structure of the products were characterized by IR and ~1HNMR. Effect of thereaction temperature, reaction time, reactants ratio and choice of catalyst on thereaction was investigated through orthogonal experiments and single variableexperiments. The reaction steps of 4-(2-Amiophenvlamino)-4’-chlorobenzophenonewere studied systemly. The optimum reaction conditions were determinated.

【关键词】 氨基二苯甲酮衍生物还原合成表征
【Key words】 aminobenzophenonederivativesreductionsynthesisconfirmation
  • 【分类号】TQ244
  • 【下载频次】315
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