1: aqueous hydrochloric acid; sodium nitrite / Anschliessend Erwaermen mit wss. Schwefelsaeure 2: aluminium chloride; nitrobenzene View Scheme

hydrogenchloride; sodium nitrite Anschliessend Erwaermen mit wss. Schwefelsaeure;

iron; acetic acid

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl acetamide / 12 h / 0 - 20 °C 2: potassium hydroxide; pyridine / 2 h / 60 °C 3: acetic acid; sulfuric acid / 1 h / |Reflux 4: trimethylsilylazide; copper; ethanolamine / N,N-dimethyl acetamide / 4 h / 120 °C / |Sealed tube View Scheme

1: concentrated sulfuric acid 2: iron-powder; acetic acid View Scheme