Electric Literature of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, 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.
Compound 2i was synthesized following a procedure published for the preparation of similar compounds.1 To a mixture of 3,5-dibromoaniline (0.22 g, 0.87 mmol) and Et3N (0.12 mL, 0.87 mmol) in anhydrous CH2Cl2 (10 mL), 2,2′-dithiobenzoyl chloride (1, 0.30 g, 0.87 mmol) in anhydrous CH2Cl2 (20 mL) was added dropwise over 15 min. The reaction mixture was stirred for 3 h at rt, and washed with 1 M HCl (50 mL), H2O (50 mL), and brine (50 mL). The organic layer was dried over anhydrous MgSO4, concentrated in vacuo, and the residue was purified by flash column chromatography (SiO2, 1:4/EtOAc:hexanes) and recrystallized in EtOH to afford compound 2i (135 mg, 33%, Rf 0.31 in 1:4/EtOAc:hexanes) as a white solid: 1H NMR (400MHz, CDCl3, Fig. S13) delta 8.08 (d, J = 8.0 Hz, 1H), 7.89 (s, 2H), 7.68 (t, J = 6.8 Hz, 1H), 7.58 (s,1H), 7.57 (d, J = 8.0 Hz, 1H), 7.45 (t, J = 8.0 Hz, 1H); 13C NMR (100 MHz, CDCl3, Fig. S14) delta164.3, 139.7, 139.6, 133.2, 132.5, 127.6, 126.4, 125.8, 124.5, 123.5, 120.4; LRMS m/z calcd forC13H7Br2NOS: 385.1; found 386.1 [M+H]+.
The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Ngo, Huy X.; Shrestha, Sanjib K.; Green, Keith D.; Garneau-Tsodikova, Sylvie; Bioorganic and Medicinal Chemistry; vol. 24; 24; (2016); p. S1 – S53;,
Bromide – Wikipedia,
bromide – Wiktionary