摘要:脒类化合物近年来越来越被关注。脒类化合物被广泛使用在抗生素,消炎药,利尿剂,驱虫剂和广谱杀螨剂等方面。本论文合成了[ 4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-苯基哌嗪-1-甲烯基)胺和[ 4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-甲基哌嗪-1-甲烯基)胺。本论文以3-三氟甲基-4-氯苯酚、2,5-二甲基-4-氟硝基苯和碳酸钾为原料制备2,5-二甲基-4-硝基-3’-三氟甲基-4’-氯二苯醚,经铁粉还原后,与甲酸反应得到3-三氟甲基-4-氯-2’,5’-二甲基-4’-苯氧基甲酰苯胺,接着在三氯氧磷作用下脱水生成异腈,在氧化亚铜的催化下与1-苯基哌嗪(或1-甲基哌嗪)反应得到[ 4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-苯基哌嗪-1-甲烯基)胺(或[ 4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-甲基哌嗪-1-甲烯基)胺)。制备[ 4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-苯基哌嗪-1-甲烯基)胺的反应最佳条件为:反应温度为100℃,反应时间为6h,与1-苯基哌嗪的比例为1:2,催化剂氧化亚铜的用量为10%。产物结构均经过核磁和质谱进行表征。35180
毕业论文关键词:[4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-苯基哌嗪-1-甲烯基)胺;[4-(4-氯-3-三氟甲基苯氧基)苯基]-2’,5’-二甲基-2-(4-甲基哌嗪-1-甲烯基)胺;2,5-二甲基-4-硝基-3’-三氟甲基-4’-氯二苯醚;3-三氟甲基-4-氯-2’,5’-二甲基-4’-苯氧基甲酰苯胺;合成;
Synthesis of 2,5- dimethyl(4- (3'-trifluoromethyl-4'- chloride) phenoxy)benzene amidine compounds
Abstract:Amidine compounds in recent years more and more attention. Amidine compounds are widely used in antibiotics, anti-inflammatory, diuretic, anthelmintic and broad-spectrumacaricide etc.Amidine compound has been the research focus of foreign experts.This paper Synthesized[4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-phenylpiperazines-1-methene)amine and [4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-methylpiperazine-1-methene)amine.In this paper,3- trifluoromethyl -4- chloride phenol, 2,5-dimethyl -4- fluoride nitrobenzeneas and potassium carbonate as raw materials to preparate 2,5-dimethyl -4- nitro-3’-trifluoromethyl-4’-chlordiphenyloxide.After reduction by iron powder,react with formic acid to receive 3-trifluoromethyl -4-chloride -2’,5’-dimethyl-4’-phenoxyformanilide.And then, under the action of phosphorus oxychloride, dehydration generation isonitrile. In the presence of cuprous oxide with 1- phenylpiperazines(or 1- methylpiperazine) reaction is obtained [4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-phenylpiperazines-1-methene) amine (or [4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-methylpiperazine-1-methene)amine).The optimal reaction conditions of the preparation of [4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-phenylpiperazines-1-methene)amine :The reaction temperature is 100 degrees C, the reaction time is 6H,the ratio of 1- phenylpiperazines is 1:2,cuprous oxide catalyst dosage was 10%.The structure of the products was characterized by nuclear magnetic and MS.
Key words:[4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-phenylpiperazines-1-methene)amine;[4- (4- chloride -3- trifluoromethyl phenoxy) phenyl group-2’,5’-dimethyl-2-(4-methylpiperazine-1-methene)amine;2,5-dimethyl -4- nitro-3’-trifluoromethyl-4’-chlordiphenyloxide;3-trifluoromethyl -4-chloride -2’,5’-dimethyl-4’-phenoxyformanilide; synthesis;
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