1: 90 percent / H2SO4, HNO3 / H2O / 3 h / -10 °C 2: 96 percent / DDQ, POCl3 / benzene / 3 h / 90 °C 3: 2.) H2SO4 / 1.) DMF, 110 deg C, 2 h, 2.) water, DMF, 90 deg C, 3 h View Scheme

1: 96 percent / DDQ, POCl3 / benzene / 3 h / 90 °C 2: 2.) H2SO4 / 1.) DMF, 110 deg C, 2 h, 2.) water, DMF, 90 deg C, 3 h View Scheme

sulfuric acid 1.) DMF, 110 deg C, 2 h, 2.) water, DMF, 90 deg C, 3 h; Yield givenMultistep reaction;

sulfuric acid; nitric acid