3676-85-5, name is 5-Aminoisoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: indolines-derivatives
Example 112 N-(3-Aminobenzyl)-N’-(1,3-dioxo-2,3-dihydro-1H-5-isoindolyl)urea Diphenylphosphoryl azide (182 mg, 0.66 mmol, 1.2 eq) and triethylamine (67 mg, 0.66 mmol, 1.2 eq) were added to a solution of 3-nitrophenylacetic acid (100 mg, 0.55 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (89 mg, 0.55 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 3 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration and was washed with ethyl acetate. The resultant crystal was washed with chloroform/methanol to give a nitro compound (45 mg, 24.1%) containing a minor amount of 4-aminophthalimide as the starting compound. DMF was added to the nitro compound (containing the starting compound, 40 mg, 0.12 mmol). Palladium hydroxide (one small spatula) was added thereto, and the mixture was stirred under a hydrogen atmosphere at room temperature for 60 min. After the completion of the reaction, the reaction solution was filtered through Celite, and washing with ethyl acetate was carried out. Water was then added to the filtrate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and saturated brine and was dried over sodium sulfate. The solvent was then removed by distillation under the reduced pressure to give the title compound as a crystal (16 mg, 44.4%). MS m/z: 310 1H-NMR delta: 4.17 (2H, d, J = 5.37 Hz), 5.03 (2H, s),6.38 (1H, s), 6.44 (2H, d, J = 7.81 Hz), 6.51 (1H, s), 6.79 (1H, dd, J = 1.95, 8.05 Hz), 6.96 (1H, t, J = 7.68 Hz), 7.60 (1H, dd, J = 1.71, 8.29 Hz), 7.67 (1H, d, J = 8.29 Hz), 7.74 (1H, s), 8.03 (1H, d, J = 1.95 Hz), 11.08 (1H, s)
The synthetic route of 3676-85-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem