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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499552Generated: October 29, 2026

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

https://huagongshe.com/reaction/499552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
Reactant2-(Methylthio)-4-pyrimidinecarbonitrileHCID 295777—
SolventTolueneHCID 1140—
Product2-[2-(Methylthio)-6-pyrimidinyl]-4H-1,3-benzothiazine-4-oneHCID 5975024154%

Reaction Steps

6-Cyano-2-methylthiopyrimidine (1.37 g, 9.06 mmol) and methyl thiosalicylate (3.05 g, 18.1 mmol) were dissolved in toluene (30 ml), and triethylamine (3.80 ml, 27.2 mmol) was added thereto. The mixture was refluxed for 18 hrs. The solvent was evaporated, and the residue was recrystallized from ethanol to give the titled compound (1.40 g, 54%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-4a6f988b1f1c4ddbb22fe831199d23ac
Source noteuspto-grants-2010_08