5428-09-1, name is 2-Allylisoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 2-Allylisoindoline-1,3-dione
To a slurry of 2-(2-propenyl)-1H-Isoindole-1,3(2H)-dione (18.7 g, 0.1 mol) (allyl phthalimide: Journal of Organic Chemistry (1952), 17 68-76). in THF (38 ml, 2 ml/g) was added a solution (0.5 M) of 9-BBN in THF (240, 1.2 eq) over 45 minutes keeping the temperature between 0¡ã C. and 5¡ã C. The solution was then warmed to ambient over one hour and stirred for a further one hour. A solution of K2CO3 (27.6 g, 0.20 mol, 2 eq) in 50 ml water was added over 15 minutes, followed by 2-methyl-6-bromo-benzothiazole (20.5 g,. 0.09 mol, 0.9 eq.) dissolved in DMF (120 ml ) and Dichloro [1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (2.4 g , 0.03 eq). The reaction was warmed to 50¡ã C. over 1 hour and then immediately cooled to ambient temperature. Water (260 ml, 19 ml/g) and t-BME (560 ml, 30 ml/g) were added and the solution stirred. The reaction was filtered through filter aid to remove any particulates. A phase separation was performed and the upper organic phase retained. The organic phase was concentrated by vacuum filtration to approximately 3 ml/g with respect to theoretical product. The dark slurry was granulated at 0¡ã C. to -5¡ã C. for 30 minutes, filtered under vacuum and then washed with chilled t-BME (0.4 L, 4.5 ml/g). The resulting solid was dried under vacuum at 55¡ã C. overnight to give 2-[3-(2-methyl-benzothiazol-5-yl)-propyl]-isoindole-1,3-dione (20.5 g, 0.061 mol, 68percent)
The synthetic route of 5428-09-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Pfizer Inc; US2004/180941; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem