三氟甲磺酸盐催化硝化制备氟他胺
Nitration Catalyzed by Metal Triflates to Improve the Synthesis of Flutamide

作者: 黄 东 , 朱占元 :江苏天士力帝益药业有限公司,江苏 淮安;

关键词: 氟他胺三氟甲磺酸盐催化硝化Flutamide Metal Triflates Catalytic Nitration

摘要:
目的:对氟他胺硝化传统工艺进行改进,避免浓硫酸的大量使用,建立一个低污染新方法;方法:利用三氟甲磺酸的镧系金属盐作为催化剂、浓硝酸作为硝化剂完成硝化反应;结果:在1,2-二氯乙烷中,以三氟甲磺酸盐为催化剂、95%浓硝酸为硝化剂,氟他胺前体85℃下反应4小时,后处理可得到淡黄色针状结晶氟他胺产品,收率60%,HPLC检测纯度为99.84%;结论:该方法可以避免浓硫酸的使用,可以制备合格的氟他胺。

Abstract: Objective: Improve the traditional nitration technology for flutamide to avoid using a large quantity of concentrated sulfuric acid and establish a new preparation method with low pollution. Method: Using trifluoromethanesulfonic acid-lanthanide bis (1,1,3,3 hexafluoro 2 propoxy) sulfonylamide as catalyst and concentrated nitric acid as nitration agent to carry out the nitration reaction. Results: The nitration reaction between the precursor of flutamide and 95% concentrated nitric acid is catalyzed by metal triflates in 1,2-dicloroethane, and the reaction temperature and time are 85˚C and 4 hours, respectively. After processing, a pale yellow needle-shaped flutamide is obtained with the yield of 60% and the purity of 99.84% by HPLC. Conclusion: This method can be used to prepare qualified flutamide without using concentrated sulfuric acid.

文章引用: 黄 东 , 朱占元 (2016) 三氟甲磺酸盐催化硝化制备氟他胺。 自然科学, 4, 333-337. doi: 10.12677/OJNS.2016.43039

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