1: 8-chloronaphthalen-1-amine With sulfuric acid in water T=0°C; S; 0.333333 h; 2: copper (I) cyanide With sodium nitrite in water T=20 - 50°C; Sandmeyer reaction; 4 h;

1.1: hydrogenchloride; copper / water / 12.5 h / 20 °C 2.1: sulfuric acid / water / 0.33 h / 0 °C 2.2: 4 h / 20 - 50 °C View Scheme

1.1: acetic acid; isopentyl nitrite / ethanol 2.1: hydrogenchloride; copper / water / 12.5 h / 20 °C 3.1: sulfuric acid / water / 0.33 h / 0 °C 3.2: 4 h / 20 - 50 °C View Scheme