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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484690Generated: October 27, 2026

Water → N-(6-chloro-pyrazin-2-yl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

https://huagongshe.com/reaction/484690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Amino-6-ChloropyrazineHCID 118458—
Reactant4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid chloride-1,1-dioxideHCID 88698312—
SolventDimethylformamideHCID 6228—
ProductN-(6-chloro-pyrazin-2-yl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxideHCID 5470313524.2%

Reaction Steps

1.23 g (4.5 mmols) of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid chloride-1,1-dioxide were dissolved in 10 ml of dimethylformamide, and 1.3 g (10 mmols) of 2-amino-6-chloro-pyrazine were added in portions thereto. The reaction mixture was stirred for 24 hours at room temperature and was then mixed with 40 ml of water. The aqueous mixture was stirred for 20 minutes at room temperature, and then the precipitate which had formed was filtered off, washed and dried. Recrystallization from dioxane yielded 0.4 g (24% of theory) of N-(6-chloro-pyrazin-2-yl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533664
Source datasetuspto-grants-1985_08
ORD IDord-238201fd33364c6192a786d0f2b0c4ec
Source noteuspto-grants-1985_08