Methyl 2-methyl-3-nitrobenzoate

• methyl indole-4-carboxylate
• 5-aminoisoquinolin-1(2H)-one
• 5-nitroisocoumarin
• substituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO
• 4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis
• [2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone

67-56-1

1975-50-4

59382-59-1

2-Methyl-3-nitrobenzoic acid (40.0 g, 0.22 mol) was suspended in methanol (500 mL) and thionyl chloride (32.6 mL, 0.44 mol) was added slowly. The reaction mixture was heated to reflux and kept for 2 hours. Upon completion of the reaction, the mixture was poured into water (500 mL) and stirred to precipitate a white solid. The solid product was collected by filtration, the filter cake was washed with water and subsequently dried under reduced pressure to afford methyl 2-methyl-3-nitrobenzoate (42 g) in 98% yield.