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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748091Generated: October 26, 2026

Pyridine-2-carbonitrile → 5-Methyl-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/748091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine-2-carbonitrileHCID 7522—
Reactant2-Mercapto-6-methylbenzoic acidHCID 12612809—
SolventPyridineHCID 1049—
Product5-Methyl-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 5975017620%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 6-methyl-2-mercaptobenzoic acid (1.70 g, 10.1 mmol), 2-cyanopyridine (1.06 g, 10.2 mmol) and pyridine (30.0 ml) was refluxed at 135° C. for 18 hrs as described in Example 9. The reaction mixture was concentrated. The residue was subjected to a silica gel column chromatography and eluted with ethyl acetate. The resultant product was recrystallized from ethanol to give the titled compound (0.51 g, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-96ee66f7ee924d06b1e9cac227ebe0ab
Source noteuspto-grants-2008_07