Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748094Generated: October 25, 2026

Pyridine-2-carbonitrile → 6-Fluoro-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/748094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
Reactant5-Fluoro-2-mercaptobenzoic acidHCID 2783371—
SolventPyridineHCID 1049—
Product6-Fluoro-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 597504774%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 5-fluoro-2-mercaptobenzoic acid (1.50 g, 8.7 mmol), 2-cyanopyridine (0.92 g, 8.8 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, 4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-6b752c32453e48679ad19f1fef4c74be
Source noteuspto-grants-2008_07