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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499392Generated: October 30, 2026

Triethylamine → 2-(5,6,7,8-Tetrahydro-2-quinolyl)-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/499392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
Reactant5,6,7,8-Tetrahydroquinoline-2-carbonitrileHCID 11446487—
SolventTolueneHCID 1140—
Product2-(5,6,7,8-Tetrahydro-2-quinolyl)-4H-1,3-benzothiazine-4-oneHCID 5975036730%

Reaction Steps

A mixture of methyl thiosalicylate (0.43 g, 2.5 mmol), 2-cyano-5,6,7,8-tetrahydroquinoline (0.40 g, 2.5 mmol), triethylamine (0.50 ml, 3.8 mmol) and toluene (2.0 ml) was refluxed for 17 hrs. After cooling, the precipitated crystals were collected by filtration and recrystallized from ethanol to give the titled compound (0.22 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-e9acdc91ff094a74be4e747ef2caa135
Source noteuspto-grants-2010_08