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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499365Generated: October 30, 2026

Dimethylformamide → 6-(Benzyloxy)-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/499365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 22939470—
SolventWaterHCID 962—
Product6-(Benzyloxy)-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 22939456102.4%

Reaction Steps

A mixture of 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one (0.30 g, 1.1 mmol), benzyl bromide (0.61 g, 3.5 mmol) and potassium carbonate (0.32 g, 2.3 mmol) and DMF (10 ml) was stirred at room temperature for 2 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated under reduced pressure. The obtained crystals were recrystallized from tetrahydrofuran-hexane to give the titled compound (0.39 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-815d1c2b561a48798f96ffe83335a223
Source noteuspto-grants-2010_08