Simple exploration of C9H6BrNO2

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2058-72-2, SDS of cas: 2058-72-2

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2058-72-2, SDS of cas: 2058-72-2

A mixture of 5-methoxy-N-methylisatin 1b (0.17g, 0.90mmol) and tryptamine (2) (0.16g, 1.00mmol) in EtOH (5mL) in the presence of glacial acetic acid (0.2mL) and 4A molecular seive were stirred at room temperature for 24h. The reaction mixture was filtered and washed with EtOH. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane:EtOAc (2:1) as an eluent to give spiro 3b (0.26g, 87%) as beige solid; m.p. 243-245C (lit. [25] 255-256C); 1H NMR (300MHz, CDCl3) delta 2.98 (t, J=5.7Hz, 2H, CH2), 3.25 (s, 3H, CH3), 3.34 (dt, J=5.4, 13.2Hz, 1H, CH2), 3.72 (s, 3H, OCH3), 3.88 (dt, J=6.3, 13.2Hz, 1H, CH2), 6.81-6.91 (m, 3H, ArH), 7.08-7.19 (m, 3H, ArH), 7.29 (br s, 1H, NH), 7.57 (d, J=5.9Hz, 1H, ArH); 13C NMR (75MHz, CDCl3) delta 22.0, 26.6, 40.0, 55.9, 62.0, 109.4, 111.2, 111.6, 111.9, 114.7, 118.4, 119.4, 122.3, 127.0, 129.9, 132.7, 136.4, 136.9, 156.6, 176.7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1-methylindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Rattanopas, Sopita; Piyanuch, Pornthip; Wisansin, Kawintip; Charoenpanich, Adisri; Sirirak, Jitnapa; Phutdhawong, Waya; Wanichacheva, Nantanit; Journal of Photochemistry and Photobiology A: Chemistry; vol. 377; (2019); p. 138 – 148;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem