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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499361Generated: October 30, 2026

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

https://huagongshe.com/reaction/499361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-methylpropaneHCID 6555—
ReactantPotassium CarbonateHCID 11430—
Reactant6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 22939470—
SolventWaterHCID 962—
Product6-Isobutoxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 5975018119.7%

Reaction Steps

A mixture of 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one (0.35 g, 1.3 mmol), isobutyl bromide (0.64 g, 4.6 mmol) and potassium carbonate (0.57 g, 4.1 mmol) and DMF (10 ml) was stirred at room temperature for 15 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. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (2:1, v/v). The obtained crystals were recrystallized from ethyl acetate-hexane to give the titled compound (0.08 g, 19%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-af32c09b02924320818356617f0a7f66
Source noteuspto-grants-2010_08