1: With water; sodium hydroxide in tetrahydrofuran; methanol T=23 - 50°C; 2: With hydrogenchloride in tetrahydrofuran; methanol; water T=23°C;

ethylenediaminetetraacetic acid; potassium carbonate; palladium dichloride T=100°C; Suzuki-Miyaura reaction; 1 h;

1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite T=0 - 5°C; 2: furan-2-carboxylic acid With copper dichloride in water T=20°C; 4 h; Further stages.;

sodium hydroxide; silver nitrate Ambient temperature;

hydrogenchloride; acetone; copper dichloride

1: SOCl2 / DMF / 0.67 h / Heating 2: 92 percent / triethylamine / CHCl3 / 1.) -5 to 0 deg C, 30 min; 2.) r.t., 1 h 3: PCl5 / benzene / 0.25 h / 75 °C 4: sodium azide / dimethylformamide / 0.5 h 5: 1.) 3M KOH, 2.) 15percent HCl / methanol; H2O / 1 h / Heating View Scheme

thionyl chloride; N,N-dimethyl-formamide 0.666667 h; Heating; Yield given;