Nitric Acid → Methyl 5-methyl-4-nitrothiophene-2-carboxylate

Participants

Reaction Steps

To a solution of methyl 5-methylthiophene-2-carboxylate (40.8 g, 260 mmol) in conc. sulfuric acid (400 ml) was added dropwise a solution of fuming nitric acid (16.5 ml, 391 mmol) in conc. sulfuric acid (100 ml) under ice-cooling in such a manner that the inside temperature did not exceed 5° C. After the completion of the dropwise addition, the mixture was stirred under ice-cooling for 30 min, and poured slowly into ice (1 kg). The precipitated solid was washed with water (500 ml×6) and dried under reduced pressure to give methyl 4-nitro-5-methylthiophene-2-carboxylate (35.1 g, yield 67%).

Provenance & Evidence