An efficient synthesis of 2-alkyl-4-hydroxy-2H-1,2-benzothiazine-3- carboxamide-1,1-dioxides

被引：0
作者：
机构：
[1] Applied Chemistry Research Center, PCSIR Laboratories Complex, Lahore
[2] Institute of Chemistry, University of the Punjab, Lahore
来源：
Zia-ur-Rehman, M. (rehman_pcsir@hotmail.com) | 1771年 / Korean Chemical Society卷 / 26期
关键词：
1,2-Benzothiazine-3-carboxamide; Ionic liquid; Meloxicam; N-Alkylation; Piroxicam;
D O I：
10.5012/bkcs.2005.26.11.1771
中图分类号：
学科分类号：
摘要：
An efficient and environment friendly method has been described for the synthesis of various 2-alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1- dioxides starting from N-alkylation of sodium o-benzosulfimide in an ionic liquid for the first time. Ring cleavage and ring closure of the resulting product were achieved in a single step in a cost effective solvent (methanol) followed by N-alkylation of resulting alkyl 4-hydroxy-2H-1,2-benzothiazine-3- carboxylate in ionic liquid while boron triflouride was used as a catalyst along with molecular sieves in carboxamide formation step.
引用
收藏
页码：1771 / 1775
页数：4
相关论文
共 29 条
  • [11] Marfat A., Annual Drug Report, (1987)
  • [12] Turck D., Busch U., Heinzel G., Narjes H., Nehmiz G., Clin. Drug. Invest., 9, (1995)
  • [13] Trummlitz G., Engel W., Seeger E., Engelhardt G.
  • [14] Caruso I., Montrone F., Boari L., Adv. Ther., 11, (1994)
  • [15] Gabriel S., Colman J., Ber., 33, (1900)
  • [16] Gabriel S., Colman J., Ber., 35, (1902)
  • [17] Hill J.H.M., J. Org. Chem., 30, (1965)
  • [18] Unverferth K., Laben G., Gunther W., Lohmann D., Kretzschmar E., Kassebaum H., Lucke L., Jassmann E., Hilger H., Runge H.J., Chem. Abstr., 108, (1988)
  • [19] Patek M., Hampl F., Collect. Czech. Chem. Comm., 54, (1989)
  • [20] Manjarrez N., Perez H.I., Solis A., Rev. Mex. Ciencias Farmacéuticas, 25, (1995)
123