hydrazine in ethylene glycol 1.) 2 h, 2.) 250-260 deg C, 2 h;

1: potassium fluoride; potassium hydroxide / N,N-dimethyl-formamide 2: sulfuric acid / hexane / 25 °C 3: nitric acid; acetic acid / diethyl ether / 0.33 h 4: tin; acetic acid / dichloromethane / 15 h View Scheme

1: potassium fluoride; potassium hydroxide / N,N-dimethyl-formamide 2: sulfuric acid / hexane / 25 °C 3: nitric acid; acetic acid / diethyl ether / 0.33 h 4: tin; acetic acid / dichloromethane / 15 h View Scheme

1: sulfuric acid / hexane / 25 °C 2: nitric acid; acetic acid / diethyl ether / 0.33 h 3: tin; acetic acid / dichloromethane / 15 h View Scheme