1.1: sodium nitrite / N,N-dimethyl-formamide / 14 h / 20 °C 2.1: iron; hydrogenchloride / isopropyl alcohol; ethanol; water / 1 h / 90 °C 3.1: potassium carbonate / 1,2-dichloro-ethane / 14 h 4.1: sodium nitrite / N,N-dimethyl-formamide / 14 h / 20 °C 5.1: N,N-dimethyl-formamide / 7 h / 110 °C 6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h 6.2: 2 h / 50 °C View Scheme

1: sodium nitrite / N,N-dimethyl-formamide / 14 h / 20 °C 2: iron; hydrogenchloride / isopropyl alcohol; ethanol; water / 1 h / 90 °C 3: potassium carbonate / 1,2-dichloro-ethane / 14 h 4: sodium nitrite / N,N-dimethyl-formamide / 14 h / 20 °C 5: N,N-dimethyl-formamide / 7 h / 110 °C View Scheme