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新型5-[(3-甲基-5-(3,4)-二氯-1-苯基)]-吡唑基-(1,2,4)-三唑衍生物的设计合成研究

The Design and Synthesis of Cyclohexane of 5-{ [(3-methyl-5-chloro-1-(3,4)-dichloro phenyl) ]-pyrazoly-(1,2,4)-triazolyl-[3,4]-1-sulfur-(3,4)-dinitrogen-5-[(3,5) dichloro-4-methyl) phenyl]-6-[(3-fluorination-4-nitro) phenyl]}

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【作者】 陆阳陶京朝周志莲张志荣

【Author】 Lu Yang;Tao Jingzhao;Zhou Zhilian;Zhang Zhirong;Office of Organic chemistry,Xinyang Agriculture and forestry College;Chemistry Department of Zheng Zhou University;New Drug Research and Development Center Henan Ke Yi Group;Henan Fu Bang Pesticides Chemical Engineering Company;

【机构】 信阳农林学院有机化学教研室郑州大学化学系河南科易集团新药研究开发中心河南富邦农药化工公司

【摘要】 根据拼合原理,将1-氯芳基-(3,4)-二氯苯基引入吡唑环设计成新颖结构的1-氯芳基-(3,4)-二氯苯基-4-(1,2,4)-三唑基吡唑化合物,并研究其合成工艺。寻求制备具有杀菌活性的化合物5-{[(3-甲基-5-氯-1-(3,4)-二氯苯基)]-吡唑基]-(1,2,4)-三唑-[3,4]-1-硫-(3,4)-二氮-5-[(3,5)-二氯-4-甲基)]苯基-6-[(3-氟-4-硝基)苯基]}环己烷。以3-甲基-(3,4)-二氯苯基-5-氯-5-吡唑啉酮和三氯氧磷为起始原料,经过氯甲酰化、氧化、酯化、肼解、取代、环合、缩合、亲核加成反应制得目标化合物5-{[(3-甲基-5-氯-1-(3,4)-二氯苯基)-吡唑基]-(1,2,4)-三唑-[3,4]-1-硫-(3,4)-二氮-5-[(3,5)-二氯-4-(甲基)苯基]-6-[(3-氟-4-硝基)-苯基]}环己烷。在优化的条件下,目标化合物纯度为99.1%。该工艺简单经济,条件温和,合成工艺减少了溶剂的用量和废物排放量。

【Abstract】 According to the principle of combination,1-aryl chloride-( 3,4)-dichlorophenyl was introduced into pyrazole ring to obtain 1-aryl chloride-( 3,4)-dichlorophenyl-4-( 1,2,4)-triazole pyrazole compounds with novel structures. The synthesis process was studied to look for the compounds with fungicide activities. The target compounds can be obtained through chloroformylation, oxidation, esterification, hydrazinolysis, replace, cyclization, condensation and electeophilic addition reaction. 3-methyl-( 3,4)-dichloro-1--phenyl)-5-chlorination-5-pyrazolone and phosphorus oxychloride were used as raw materials. Under optimized conditions,the purity of the target compounds can reach up to 99. 1%. The process is simple,economic and mild,reducing the amount of solvent and waste discharge.

【关键词】 吡唑环合成抑菌活性
【Key words】 pyrazole ringsynthesisantifungal activity
  • 【文献出处】 农药科学与管理 ,Pesticide Science and Administration , 编辑部邮箱 ,2021年08期
  • 【分类号】TQ450.6
  • 【下载频次】91
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