Adding a certain compound to certain chemical reactions, such as: 32692-19-6, name is 5-Nitroindoline, 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 32692-19-6, COA of Formula: C8H8N2O2
A suspension of 5-nitroindoline (6) (1.0 g, 6.09 mmol) in toluene (20 mL) was treated with 2-chloroacetyl chloride (0.97 mL, 12.18 mmol) and heated at 110 C for 15 min. ;The reaction was cooled to room temperature, treated with sat. ;NaHCO3 solution and extracted into ethyl acetate. ;The combined organic layer was dried (Na2SO4) and concentrated. ;The crude was purified by flash column chromatography (EtOAc:hexanes, 1:9 to 1:1 then 2 M NH3 MeOH: ;CH2Cl2, 1:9) to obtain the title compound (1.08 g, 74%). ;1H NMR (CDCl3) delta 8.30-8.27 (m, 1H), 8.14 (dd, 1H, J = 2.1, 9.0 Hz), 8.06 (s, 1H), 4.30 (t, 2H, J = 8.7 Hz), 4.18 (s, 2H), 3.33 (t, 2H, J = 8.4 Hz); ESI-MS (m/z, %): 241, 243 (MH+).
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Reference:
Article; Annedi, Subhash C.; Maddaford, Shawn P.; Ramnauth, Jailall; Renton, Paul; Rybak, Taras; Silverman, Sarah; Rakhit, Suman; Mladenova, Gabriela; Dove, Peter; Andrews, John S.; Zhang, Dongqin; Porreca, Frank; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 94 – 107,14;; ; Article; Annedi, Subhash C.; Maddaford, Shawn P.; Ramnauth, Jailall; Renton, Paul; Rybak, Taras; Silverman, Sarah; Rakhit, Suman; Mladenova, Gabriela; Dove, Peter; Andrews, John S.; Zhang, Dongqin; Porreca, Frank; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 94 – 107;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem