These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-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. 2058-72-2
General procedure: A mixture of isatin (1) (2.0 mmol), L-proline (2) (2.0 mmol) and acrylonitrile/methyl acrylate (3/5) (2.0 mmol) in 10 mL of water was heated in an oil bath at 80 C for 3 to 6 hours. Initially reaction mixture appeared to be homogeneous but with the progress of reaction the solid precipitated out. TLC indicated the consumption of L-proline and acrylonitrile while isatin was remaining in small portion. The reaction mixture was extracted many times with ethylacetate (EA). The combine organic layer was dried over anhydrous Na2SO4 and evaporated on rotary evaporator to provide yellow colour solid. The solid was purified by silica gel column chromatography using EA:hexane (4:6) as an eluent to provide desired product 4 and 6 as white solid. The yield mentioned in the analytical data has been calculated after recovering the unreacted isatin (amount mentioned in characterization data).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2058-72-2.
Reference:
Article; Tiwari, Keshri Nath; Pandurang, Taur Prakash; Pant, Suyash; Kumar, Rahul; Tetrahedron Letters; vol. 57; 21; (2016); p. 2286 – 2289;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem