hydrogenchloride; iron in water 2 h; Heating / reflux;

sulfuric acid; acetic anhydride; acetic acid T=95°C; 1 h;

1: concentrated H2SO4; glacial acetic acid / Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr in konz. wss. HBr 2: acetic acid; iron 3: aqueous hydrochloric acid View Scheme

1: With boron trifluoride diethyl etherate in tetrahydrofuran; ethylene glycol dimethyl ether T=-5°C; 1.58333 h; 2: With tert.-butylnitrite in tetrahydrofuran; ethylene glycol dimethyl ether T=20°C; 2 h; 3: in chlorobenzene 0.833333 h; Heating / reflux;

1: With hydrogenchloride in water T=20°C; 2: With sodium nitrite in water T=0 - 5°C; 0.25 h; 3: With copper(l) chloride in water T=0 - 60°C; 0.666667 h;