COA of Formula: C10H7NO3, Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment.
To a stirred solution of 9 (0.38mmol) in MeOH (2mL), NH4OAc (3.76mmol), 2-(1,3-dioxoisoindolin-2-yl)acetaldehyde (10) (0.56mmol), and MTBE (2mL) were added at room temperature. The mixture was heated at 50°C for 10h and then cooled to room temperature. The pH of the reaction mixture was adjusted to 8 with saturated aqueous NaHCO3 solution. The reaction mixture was extracted with EtOAc (2×35mL), and the combined organic layer was washed with water (10mL) and brine (10mL). The EtOAc solution was dried over anhydrous Na2SO4, filtered, and evaporated to dryness under reduced pressure. The residue was purified by MPLC on silica gel using MeOH/ CH2Cl2 (1:20) as eluent to give the titled compound as a yellow solid. Yield 67percent; mp 262?263°C; IR (KBr) 3076, 2928, 1716, 1391cm?1; 1H NMR (400MHz, CDCl3/CD3OD) delta 2.51 (s, 3H), 5.00 (s, 2H), 7.00 (d, 1H, J=7.6Hz), 7.10 (d, 1H, J=8.0Hz), 7.42 (t, 1H, J=7.8Hz), 7.67 (d, 1H, J=9.2Hz), 7.69?7.72 (m, 2H), 7.74 (dd, 1H, J=9.2, 1.6Hz), 7.83?7.86 (m, 2H), 8.28 (s, 1H), 8.87 (br s, 1H); 13C NMR (100MHz, CDCl3) delta 24.6, 35.5, 116.3, 117.7, 122.2, 122.8, 123.9 (2C), 128.0, 128.9, 131.7, 132.1 (2C), 134.2, 134.6 (2C), 137.3, 143.3, 147.7, 150.0, 154.5, 159.1, 168.1 (2C); HRMS-ESI: m/z [M+H]+ calcd for C24H18N7O2: 436.1516, found 436.1530.
We are continuing to develop the new Research Structures and WebCSD systems in response to feedback from you, our user community, so we would love to hear what you think about the enhanced search functionality and any suggestions you might have about 2913-97-5.
Reference:
Article; Jin, Cheng Hua; Krishnaiah, Maddeboina; Sreenu, Domalapally; Subrahmanyam, Vura Bala; Park, Hyun-Ju; Park, So-Jung; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2724 – 2732;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem