In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2518-24-3, name is 4-Aminoisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 2518-24-3
60.0 g (370.0 mmol) of 3-aminophthalimide (18), 900 cm3 of acetonitrile, 93.6 g (925.0 mmol) triethylamine are measured into a 2000 cm3 round-bottomed flask, then the suspension obtained in this way is cooled to 0 C. While stirring a solution made of 60.23 g (555.0 mmol) of ethyl chloroformate (19, R = Et) with 120 cm3 of acetonitrile is added over the course of 60 minutes, whilst maintaining the temperature between 0-5 C the stirring is continued at this temperature for 1 to 2 hours. The reaction mixture is left to warm up to room temperature and the stirring is continued for 1 hour. Using a vacuum the reaction mixture is concentrated to 200 cm3, then a solution of 3.0 cm3 cc. hydrochloric acid made with 900 cm3 of distilled water is added to it. The suspension is again cooled to 0 to 5 C and then stirred at this temperature for 30 to 60 minutes. The crystalline product is filtered, washed with 2x 120 cm3 of solvent mixture (acetonitrile/water = 1/4), then dried in a vacuum at 50 C until constant weight is achieved. In this way 78.28 g (90.3%) of the product according to the title is obtained, which is taken to the next reaction without purification. Mp.: 158-159 C IR (KBr): 3457, 3355, 1783, 1758, 1640, 1169 cm 1. 1H NMR (DMSO-d6, 400 MHz): delta = 7.52 (m, 1H), 7.06 (m, 1H), 7.03 (m, 1H), 6.72 (b, 2H), 4.33 (q, J=7.1 Hz, 2H), 1.32 (t, J=7.1 Hz, 3H) ppm. HPLC: Waters Acquity UPLC BEH C18; 2.1 x50 mm; 1.7 mum; 0.5 mL/min; 225 nm; 10/90 CH3CN/0.1 % HClO4 (aq); 1.90 min (99.70%).
The synthetic route of 2518-24-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; EGIS GYOGYSZERGYAR ZRT.; VOLK, Balazs; KATAINE FADGYAS, Katalin; LUKACS, Gyula; TOTHNE LAURITZ, Maria; DANCSO, Andras; KIRALY, Imre; PALOTAI, Laszlo; KORMANY, Robert; (25 pag.)WO2017/134476; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem