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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499508Generated: October 30, 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/499508

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 numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-9f823fe2ea55403badbef9bd469ac40a
Source noteuspto-grants-2010_08