67567-26-4, The chemical industry reduces the impact on the environment during synthesis 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, I believe this compound will play a more active role in future production and life.
Sodiumperborate tetrahydrate (18.5 g, 0.12 mol, 5.0 eq) was suspended in glacial acetic acid (125 mL) and heated to 65 C. 4-Bromo-2,6-difluoroanilline 2 (5.0 g, 24.0 mmol, 1.0 eq) dissolved in glacial acetic acid (50 mL) was added slowly through an funnel over 4 h. After the addition the reaction mixture was heated for 3 h additional hours before a second portion of NaBO3¡¤4H2O (6.0 g, 30.0 mmol) was added. Then the mixture was stirred for 14 h and a third portion of oxidating agent (9.0 g, 45.0 mmol) was added. 9 h after the third addition full consumption of the starting material was indicated by TLC. After cooling the mixture to room temperature, the formed solid was removed by filtration. The filtrate was poured into ice-cold water (300 mL). The precipitated solid was filtered off and dried to give the product as yellow solid (3.40 g, 60%). TLC [Silica, hexane/CHCl3 (5:1)]: Rf = 0.31. 1H NMR (300 MHz, CDCl3): delta = 7.36-7.28 (m, 2H). 13C NMR (75 MHz, CDCl3): delta = 154.7 (dd, J = 265.7, 2.8 Hz), 126.4 (t, J = 11.0 Hz), 117.2 (dd, J = 22.7, 3.9 Hz), [C-NO2 is not detected]. 19F NMR (282 MHz, CDCl3): delta = -117.0 (d, J = 7.1 Hz). LRMS (EI): m/z = 237 (calcd. 237 for C6H2 79BrF2NO2 [M]+).
The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2,6-difluoroaniline. I believe this compound will play a more active role in future production and life.
Reference:
Article; Wagner, Sally; Scheunemann, Matthias; Dipper, Karolin; Egerland, Ute; Hoefgen, Norbert; Steinbach, Joerg; Brust, Peter; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 97 – 108;,
Bromide – Wikipedia,
bromide – Wiktionary