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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748194Generated: October 25, 2026

Triethylamine → 2-[6-(Pentylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/748194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
Reactant2-Cyano-6-pentylthiopyridineHCID 22939283—
SolventTolueneHCID 1140—
Product2-[6-(Pentylthio)-2-pyridyl]-4H-1,3-benzothiazine-4-oneHCID 5975029644.2%

Reaction Steps

A mixture of methyl thiosalicylate (1.21 g, 7.2 mmol), 2-cyano-6-pentylthiopyridine (1.48 g, 7.2 mmol), triethylamine (1.5 ml, 10.8 mmol) and toluene (30 ml) was refluxed for 48 hrs. The reaction mixture was concentrated under reduced pressure to give the precipitated crystals, which were recrystallized from ethyl acetate-hexane to give the titled compound (1.09 g, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-a8b9dc189b8043bc9dab4436047d41d9
Source noteuspto-grants-2008_07