Water → Meloxicam

Reaction equation

[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:13])(=[O:12])[N:4]([CH3:14])[C:3]=1[C:15](Cl)=[O:16].[NH2:18][C:19]1[S:20][C:21]([CH3:24])=[CH:22][N:23]=1.O>CN(C)C=O>[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:13])(=[O:12])[N:4]([CH3:14])[C:3]=1[C:15]([NH:18][C:19]1[S:20][C:21]([CH3:24])=[CH:22][N:23]=1)=[O:16]

Participants

Procedure

1.23 gm (4.5 millimols) of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid chloride-1,1-dioxide were dissolved in 10 ml of dimethylformamide and 1.0 gm (9 millimols) of 2-amino-5-methyl-thiazole was added in portions. The reaction mixture was stirred at room temperature for 24 hours, and then 40 ml of water were added. The mixture was stirred at room temperature for 20 minutes, and the precipitate which had formed was filtered off, washed and dried. After recrystallization from ethylene chloride 0.4 gm (25% of theory) of 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide were obtained.