Electric Literature of 5181-35-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5181-35-1 as follows.
To a solution of 2-(2- bromoethoxy)isoindoline-l,3-dione (20 g, 74 mmol) in dimethylformamide (100 ml) added 5-(2- tertiary-butyl-dimethyl-silanyloxy ethyl)- lH-tetrazole (14.81 g, 74 mmol) at 25-30 C under stirring followed by cesium carbonate ((29 g, 88 mmol) in portion wise under stirring. The reaction was continued further at same temperature for 16 hrs and filtered. The filtrate was slowly poured onto chilled water (700 ml) under stirring and continued stirring for 30 minutes. The formed precipitates were filtered and washed with water (70 ml). The solid compound was dried at 40 C for 2 hour under high vacuum to yield crude compound 17.2 g. The crude compound was column purified (silica gel 60-120 mesh size) using hexane and acetone as an eluent. The non-polar spot isolated at 8-12% concentration of acetone in hexane, yielded 8 g of 2-{2-[5-(2-tertiary-butyl- dimethyl-silanyloxy ethyl)-2H-tetrazol-2-yl]ethoxy}-lH-isoindole-l,3(2H)-dione. The polar spot was isolated at 16-20% concentration of acetone in hexane and yielded 4.2 g of 2-{2-[5-(2-tertiary- butyl-dimethyl-silanyloxy ethyl)-lH-tetrazol-l-yl]ethoxy}-lH-isoindole-l,3(2H)-dione as white solid. Analysis: Mass: 418.3 (M+H); for Molecular weight: 417 and Molecular formula: Ci9H27N504Si. 1HNMR (CDCI3): delta.83-7.74 (m, 4H), 5.00 (t, 2H, J=6 Hz), 4.73 (t, 2H, J=6 Hz), 3.98 (t, 2H, J=6.8 Hz), 3.08 (t, 2H, J=7.2 Hz), 0.837 (s, 9H), 0.002 (s, 6H).
According to the analysis of related databases, 5181-35-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; WOCKHARDT LIMITED; TADIPARTHI, Ravikumar; PATIL, Vijaykumar Jagdishwar; DEKHANE, Deepak; SHAIKH, Mohammad Usman; BIRAJDAR, Satish; DOND, Bharat; PATEL, Mahesh Vithalbhai; (100 pag.)WO2017/81615; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem