Reference of 3676-85-5,Some common heterocyclic compound, 3676-85-5, name is 5-Aminoisoindoline-1,3-dione, molecular formula is C8H6N2O2, 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.
A mixture of 4-aminophthalimide (0.62 mmol), 2,6-dichlorophenylisocyanate (0.62 mmol), and DMF (cat.) in toluene (3 mL) was heated at 105 C for 19 h. The reaction mixture was concentrated and the crudematerial was purified via preparative HPLC to give compound 117 in 1% yield. ?H NMR (400MHz, DMSO-d6) 11.15 (s, 1H), 9.78 (s, 1H), 8.60 (s, 1H), 8.05 (t, J 1.2 Hz, 1H), 7.73 (d, J1.2 Hz, 2H), 7.57 (d, J= 8.1 Hz, 2H), 7.36 (t, J= 8.1 Hz, 1H). ?3C NIVII{ (101 1VIHz, DMSO)169.63, 169.49, 152.71, 146.11, 134.78, 134.62, 133.35, 129.33, 129.00, 125.49, 124.55, 122.71,111.96.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Aminoisoindoline-1,3-dione, its application will become more common.
Reference:
Patent; THE CENTRE FOR DRUG RESEARCH AND DEVELOPMENT; THE UNIVERSITY OF BRITISH COLUMBIA; ROBERGE, Michel; BARADARAN-HERAVI, Alireza; BALGI, Aruna D.; ZIMMERMANN, Carla D.; KRAUSE, Alexandra; PFEIFER, Thomas Arthur; JAQUITH, James Brian; TAN, Jason Samuel; SHIDMOOSSAVEE, Fahimeh S.; ARNS, Stephen Paul; BAUDELET, Davy Jeremy; (354 pag.)WO2017/49409; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem