Category: 39603-24-2

39603-24-2, A common heterocyclic compound, 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, molecular formula is C10H9NO2, 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: To a mixture of the protecting reagent RBr (0.2 mmol) and K2CO3 (0.138 g) in MeCN (10 mL), isatin (6) was added (0.147 g) at room temperature. After that, the reaction mixture was stirred 24 h at reflux. Then, the solvent was evaporated under vacuum, and the reaction crude was purified by column chromatography (SiO2, Hex:EtOAc 8:2), giving rise to the corresponding product 7.

The synthetic route of 39603-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Auria-Luna, Fernando; Marques-Lopez, Eugenia; Mohammadi, Somayeh; Heiran, Roghayeh; Herrera, Raquel P.; Molecules; vol. 20; 9; (2015); p. 15807 – 15826;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, A new synthetic method of this compound is introduced below., 39603-24-2

General procedure: To a stirred solution of tetraethyl methylenebis(phosphonate) (0.69 mmol, 200 mg) in anhydrousTHF (10 mL) was added NaH (1.52 mmol, 60 mg) slowly at 0 C. After 10 minutes, a solution ofisatine (0.69 mmol) in anhydrous THF (2 mL) was added. After completion (monitored by TLC),water was added, and the mixture was extracted with ethyl acetate (3 ¡Á 20 mL). The combinedorganic phases were dried with anhydrous Na2SO4 and concentrated under reduced pressure. Theresidue was purified by flash chromatography on silica gel (hexane/ethyl acetate). To a stirredsolution of the above product (0.65 mmol, 182 mg) in anhydrous THF (10 mL) was added DMAP(0.13 mmol) and TEA (0.98 mmol) at 0 C. Then (Boc)2O (0.78 mmol, 170 mg) was added. Aftercompletion, water was added, and the mixture was extracted with ethyl acetate (3 ¡Á 20 mL). Thecombined organic phases were dried with anhydrous Na2SO4 and concentrated under reducedpressure. The residue was purified by flash chromatography on silica gel (hexane/ethyl acetate).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Zhou, Qing-Qing; Yuan, Xin; Xiao, You-Cai; Dong, Lin; Chen, Ying-Chun; Tetrahedron; vol. 69; 48; (2013); p. 10369 – 10374;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem