Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499363Generated: October 31, 2026

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

https://huagongshe.com/reaction/499363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Bromo-1-hexanolHCID 77970—
Reactant6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 22939470—
SolventWaterHCID 962—
Product6-(6-Hydroxyhexyloxy)-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 5975038195%

Reaction Steps

A mixture of 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one (0.35 g, 1.3 mmol), 6-bromohexanol (1.28 g, 7.0 mmol) and potassium carbonate (0.38 g, 2.7 mmol) and DMF (10 ml) was stirred at room temperature for 24 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 (0.44 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-6e75aaec3b6c473c87fe4d7c98a7c69e
Source noteuspto-grants-2010_08