Facile one-pot synthesis of 4-Hydroxy-2-methyl-(2H)-1,2-benzothiazine-3-sulfonic acid 1,1-dioxide

被引:35
作者
Siddiqui, Waseeq A.
Ahmad, Saeed
Khan, Islam Ullah
Siddiqui, Hamid Latif
Weaver, George W.
机构
[1] Appl Chem Res Ctr, PCISR Labs Complex, Lahore, Pakistan
[2] Gov Coll Univ, Dept Chem, Lahore, Pakistan
[3] Univ Punjab, Inst Chem, Lahore, Pakistan
[4] Univ Loughborough, Dept Chem, Loughborough, Leics, England
关键词
1,2-benzothiazine-3-sulfonic acid 1,1-dioxide; chloromethyl saccharin; hydroxymthyl saccharin; 2-methyl-4-oxo-1,2-benzothiazine; saccharin N-methanesulfonic acid;
D O I
10.1080/00397910601131437
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a convenient synthesis of 4-hydroxy-2-methyl-(2H)-1,2-benzothiazine-3-sulfonic acid- 1, 1 -dioxide (6a) prepared in a novel one-pot reaction. The synthesis involves two transformations starting from 2-methyl-2H-1,2-benzothiazin4-(3H)-one 1,1-dioxide (7) with an overall yield better than that from the stepwise process, as well as the alternate procedure starting from saccharin (1). One-pot synthesis of an important intermediate, saccharin-N-methane sulfonic acid (4), is also described.
引用
收藏
页码:767 / 773
页数:7
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