1: 78 percent / mClC6H4CO3H 2: 91 percent / CrO3, pyridine / CH2Cl2 View Scheme

boron trifluoride diethyl etherate T=45°C; 1 h;

1: 1.) oxalyl chloride / 1.) 1,2-dichloroethane, 5 deg C; 2.) RT, 30 min; 40-50 deg C, 45 min; 70 deg C, 15 min 2: 73 percent / 92percent NH2NH2*H2O / ethanol / 1.) 50 deg C, 3 h; 2.) reflux, 2 h View Scheme

1: 1.) oxalyl chloride / 1.) 1,2-dichloroethane, 5 deg C; 2.) RT, 30 min; 40-50 deg C, 45 min; 70 deg C, 15 min 2: 54 percent / 2 N NaOCH3 / methanol / 5 h / Heating View Scheme

1: 1.) oxalyl chloride / 1.) 1,2-dichloroethane, 5 deg C; 2.) RT, 30 min; 40-50 deg C, 45 min; 70 deg C, 15 min 2: 1.) NaOH; 2.) 1N HCl / 1.) CH3OH, H2O, 70 deg C, 30 min; 2.) 5 min 3: 30 percent / glacial acetic acid / ethanol / 4 h / Heating View Scheme