Electric Literature of 2307-00-8,Some common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, molecular formula is C9H8N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
4-Amino-N-methylphthalimide (1.0 g, 5.78 mmol) and 1,2-dibromoethane (2.17 mL, 25.2 mmol) were dissolved in anhydrous DMF (15 mL). The resulting reaction mixture was heated at 100 C. under argon for 12 h. After cooling to room temperature, the mixture was treated with 5 ml of saturated sodium bicarbonate and 50 mL of deionized water. Then it was extracted with EtOAc (30 mL) twice. The organic layers were combined and washed with brine, dried over MgSO4, concentrated, chromatographed on silica gel column using 30%(v/v) of EtOAc in hexane to give 13 (0.21 g, 13%): m.p. 212-214 C.; 1H NMR (CDCl3) delta 3.11 (s, 3H), 3.58 (t, 2H), 3.69 (t, 2H), 4.87 (broad, 1H), 6.75 (d, 1H), 7.00 (s, 1H), 7.60 (d, 1H). Anal. C11H11BrN2O2, calcd. C 46,67, H 3.92, N 9.89, found C 46.48, H 3.97, N 9.83.
The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Mills, Randell L.; Wu, Guo-Zhang; US2005/80260; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem