HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[(2,3-dihydro-1H-inden-2-ylamino)carbonyl]benzoic acid → 2-(1,3-Isoindolinedion-2-yl)indane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[(2,3-dihydro-1H-inden-2-ylamino)carbonyl]benzoic acid | HCID 2810924 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1,3-Isoindolinedion-2-yl)indane | HCID 10999886 | 615.9% |
Reaction Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153682B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-63abf0835d854706a849087207131df1 |
| Source note | uspto-grants-2012_04 |