Category: 5428-09-1

Synthetic Route of 5428-09-1, These common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, its 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.

General procedure: A magnetically stirred solution of N-allylphthalimide 4 (1 equiv) and a xanthate 3 (2-4 equiv) in 1,2-dichloroethane (2-4 mL/mmol of N-allylphthalimide) was heated at reflux for 15 min. DLP (3-5 mol percent) was added and additional DLP (5 mol percent) was added per hour until complete consumption of 4. The mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel to yield the desired product 5.#10;

Statistics shows that 2-Allylisoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 5428-09-1.

Reference:
Article; Kakaei, Saeed; Chen, Ning; Xu, Jiaxi; Tetrahedron; vol. 69; 1; (2013); p. 302 – 309;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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