3,4-Dichloro-6-nitrotoluene is used as a reagent in the synthesis of N-hydroxyindole-2-carboxylates as inhibitors of lactate dehydrogenase against cancer cell proliferation. 3,4-Dichloro-6-nitrotoluene is also used in the preparation of polyhalogenated quinoline C-nucleosides as potential antiviral agents.This compound is suitable for lactate dehydrogenase (LDH) related research.
General procedure for the synthesis of 4,5-dichloro-2-nitrotoluene from 3,4-dichlorotoluene: Fuming nitric acid (40 mL) was slowly added dropwise to a solution of 1,2-dichloro-4-methylbenzene (20 g, 124.20 mmol) at 0 °C. After the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours. Subsequently, the reaction mixture was slowly poured into 200 mL of a water/ice mixture. The precipitated solid was collected by filtration and dried under vacuum to afford 1,2-dichloro-4-methyl-5-nitrobenzene (25.2 g, 98% yield) as a yellow solid.1H-NMR (DMSO-d6, 300 MHz) δ (ppm): 8.39 (s, 1H), 7.96 (s, 1H), 2.48 (s, 3H).
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