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Efficient and Practical Route for 3,5-Dichloro-4-(1,1,2,2-tetrafluoroethoxy)aniline: a Key Intermediate of Hexaflumuron
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2024-02-25 , DOI: 10.1134/s1070428023130018 Kai Yin , Hao Wu , Qi Yin , Lei Fang , Yiwei Zhang
中文翻译:
氟铃脲关键中间体3,5-二氯-4-(1,1,2,2-四氟乙氧基)苯胺的高效实用路线
更新日期:2024-02-25
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2024-02-25 , DOI: 10.1134/s1070428023130018 Kai Yin , Hao Wu , Qi Yin , Lei Fang , Yiwei Zhang
Abstract
An improved and practical route is reported here for accessing 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)aniline (1), a key intermediate of hexaflumuron. The overall yield for the preparation of 1 is 74.0%, with a purity of 99.7%, after a one-pot process with catalytic hydrogenation and Bamberger rearrangement and a greener addition reaction in a continuous flow reactor. Compared with the original process route, the new synthetic route has the advantages of fewer reaction steps, higher overall yield, less process safety hazard and environmental impact.
中文翻译:
氟铃脲关键中间体3,5-二氯-4-(1,1,2,2-四氟乙氧基)苯胺的高效实用路线
摘要
本文报道了一种改进且实用的路线,用于获取六铃脲的关键中间体3,5-二氯-4-(1,1,2,2-四氟乙氧基)苯胺 ( 1 )。经过催化加氢和班贝格重排的一锅法以及在连续流动反应器中进行更绿色的加成反应,制备1的总收率为74.0%,纯度为99.7%。与原工艺路线相比,新合成路线具有反应步骤少、总收率更高、工艺安全隐患和环境影响较小等优点。