sodium iodide in N,N-dimethyl-formamide T=75 - 80°C; 7 h;

1: NBS, (PhCO)2O2 / Irradiation 2: NaI View Scheme

sodium iodide

urea in neat (no solvent) heating (220-230°C, within 1.5 h, N2 atmosphere), heating (220-230°C, 3 h), cooling; extn. (1.cyclohexane, 2.CHCl3), evapn. (vac.), treatment with dild. NaOH (10 min, 60°C), filtn., washing (H2O and dild. HCl), washing (H2O), dissolution (CHCl3), chromy. (Al2O3, CHCl3), evapn., heating (vac., 150-200°C); elem. anal.;

ammonia; sodium methylate in methanol 5 h; Heating;

Yield given. Multistep reaction. Yields of byproduct given;

quinoline; 1,8-diazabicyclo[5.4.0]undec-7-ene T=180°C; 20 h;