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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57169Generated: October 30, 2026

2-[(2,3-dihydro-1H-inden-2-ylamino)carbonyl]benzoic acid → 2-(1,3-Isoindolinedion-2-yl)indane

https://huagongshe.com/reaction/57169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[(2,3-dihydro-1H-inden-2-ylamino)carbonyl]benzoic acidHCID 2810924—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(1,3-Isoindolinedion-2-yl)indaneHCID 10999886615.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of compound 747-B (1.8 g, 0.74 mmol) in DMF (20 mL) was added DMAP (0.782 g; 0.74 mmol) and the reaction mixture was heated at 120° C. for 18 h. The reaction mixture was cooled, diluted with H2O, and the precipitate filtered and dried under vacuo to afford 1.2 g of compound 747-C as a light brown solid. 1H-NMR (CDCl3) δ 3.18 (dd, 2H), 3.63 (dd, 2H), 5.16 (q, 1H), 7.14-7.24 (m, 4H), 7.68-7.77 (m, 2H), 7.79-7.90 (m, 2H); MS: m/z 264.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434711B2
Source datasetuspto-grants-2016_09
ORD IDord-3317fbc928274573891691b7d67c227f
Source noteuspto-grants-2016_09