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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499271Generated: October 29, 2026

Pyridine-2-carbonitrile → 7-Fluoro-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/499271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
Reactant4-Fluoro-2-sulfanylbenzoic acidHCID 12737327—
SolventPyridineHCID 1049—
Product7-Fluoro-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 597503821.2%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 4-fluoro-2-mercaptobenzoic acid (5.00 g, 29.0 mmol), 2-cyanopyridine (3.05 g, 29.3 mmol) and pyridine (30.0 ml) was refluxed at 135° C. for 48 hrs as described in Example 9. The reaction mixture was concentrated. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (2:1, v/v). The resultant product was recrystallized from ethanol to give the titled compound (0.09 g, 1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-810552ae50914fa6b96fffd26a0f5728
Source noteuspto-grants-2010_08