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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748326Generated: November 1, 2026

Triethylamine → 2-[[6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]methyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/748326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
Reactant6-Phthalimidomethyl-2-pyridinecarbonitrileHCID 10038391—
SolventTolueneHCID 1140—
Product2-[[6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]methyl]-1H-isoindole-1,3(2H)-dioneHCID 5975018778.8%

Reaction Steps

6-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-pyridinecarbonitrile (1.25 g, 4.7 mmol) and methyl thiosalicylate (1.59 g, 9.4 mmol) were dissolved in toluene (10 ml), and triethylamine (5.0 ml, 35.8 mmol) was added thereto. The reaction mixture was refluxed for 15 hrs. After cooling, the precipitates were collected by filtration and recrystallized from hexane-chloroform to give the titled compound (1.48 g, 78%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-c4ef74d472a14bdabc7f9510508680d6
Source noteuspto-grants-2008_07