2-Chloro-6-nitrotoluene → 2-(Bromomethyl)-1-chloro-3-nitrobenzene

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To a stirred solution of 1-chloro-2-methyl-3-nitrobenzene (10 g, 0.0584 mol) in CCl4 (100 mL) was added N-bromosuccinimide (12.4 g, 0.0701 mol), benzoyl peroxide (2.8 g, 0.0116 mol) portion wise at 0° C. Reaction mixture was stirred at reflux for 4 h. The mixture was filtered, concentrated and dried to obtain the title compound. 1H NMR (400 MHz, CDCl3) δ 8.042-7.986 (m, 1H), 7.925-7.905 (d, J=8 Hz, 1H), 7.658-7.617 (t, J=8.4 Hz, 1H), 4.784 (s, 2H).

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