Extended knowledge of 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 2255-80-3, name is 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole, belongs to bromides-buliding-blocks 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 2255-80-3, name: 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole

Synthesis of Compound A-4-Bromo-7-dibromomethyl-2,1,3-benzothiadiazole A mixture of 4-bromo-7-methyl-2,1,3-benzothiadiazole (45.82 g, 200 mmol), AlBN (6.57 g, 40 mmol), and NBS (106.2 g, 600 mmol) in chlorobenzene (400 mL) was stirred and heated at 80 C. for 4 hours. After cooling to room temperature, the reaction mixture was filtered to remove the solid succinimide, and then the filtrate was washed with water and brine, dried over anhydrous MgSO4, and filtered. The solvent of the filtrate was removed by rotary evaporation, and the crude product was purified by column chromatography on silica gel with CH2Cl2/hexane (v/v, 1:3) as eluent to afford Compound A as a white solid (56.1 g, 83%). The analytical data obtained from Compound A are listed below. M.p. 119-120 C.; IR (KBr) v 3001, 2922, 1524, 1481, 1315, 1274, 1185, 1097, 937, 880 cm-1; 1H NMR (CDCl3, 400 MHz) delta 7.97-7.90 (m, 2H), 7.40 (s, 1H); 13C NMR (CDCl3, 100 MHz) delta 152.8, 149.6, 133.4, 131.8, 129.4, 115.8, 33.9; HRMS (m/z, FAB+) Calcd. for C7H379Br3N2S 383.7567. found 383.7542, Calcd. for C7H379Br281Br1N2S 385.7547. found 385.7553, Calcd. for C7H379Br181Br2N2S 387.7526. found 387.7524, Calcd. for C7H381Br3N2S 389.7506. found 389.7536.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole, and friends who are interested can also refer to it.

Reference:
Patent; Wong, Ken-Tsung; Lin, Hao-Wu; Lin, Li-Yen; Lin, Francis; Chen, Yi-Hong; Chiu, Shi-Wen; US8802975; (2014); B2;,
Bromide – Wikipedia,
bromide – Wiktionary