General procedure for the synthesis of 3-bromo-1,2-diaminobenzene from 4-bromo-2,1,3-benzothiadiazole: 4-bromo-benzo[c][1,2,5]thiadiazole (10 g, 46.5 mmol) and NaBH4 (17.6 g, 465 mmol) were added to a 2000 mL single-necked flask followed by 900 mL of ethanol (EtOH). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the solvent was removed using a rotary evaporator. Subsequently, the reaction mixture was extracted with chloroform (CHCl3). The organic layer was washed with saturated brine solution and then the organic layer was dried with anhydrous magnesium sulfate (MgSO4). Finally, the solvent was removed by rotary evaporator to afford 3-bromo-1,2-diaminobenzene (8.0 g, 47.6 mmol, 92% yield).
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