bis(trimethylsilyl)-sulfide; sodium methylate in various solvent(s) T=120°C; 24 h;

hydrogenchloride; water T=160°C; Unter Druck;

sodium carbonate; [15N2]-hydrazinium sulfate 60 h; Heating;

sodium methylate 1.) DMEU, RT, 1 h, 2.) DMEU, 120 deg C, 24 h; Multistep reaction. Yields of byproduct given;

in chloroform lactim-lactam equilibrium, variation of solvents; Equilibrium constant;

Equilibrium constant;

1: 42 percent / NaH / CH2Cl2 2: 1.) n-BuLi / tetrahydrofuran / 0.17 h / -10 °C 3: 1.) n-BuLi; 2.) iodine / tetrahydrofuran / 4 h / -23 °C 4: 65 percent / BF3*OEt2 / CH2Cl2 5: 63 percent / n-BuLi / tetrahydrofuran / 0.02 h / -100 °C 6: 75 percent / 10percent HCl / methanol; H2O / 36 h / Heating 7: 95 percent / H2 / Pd/C 8: 84 percent / DEAD, PPh3 / tetrahydrofuran / Ambient temperature 9: 55 percent / tributyltin hydride, AIBN / toluene / Heating View Scheme

potassium carbonate in N,N-dimethyl-formamide T=80°C; 2 h;

hydrogenchloride; water; dihydrogen peroxide

1: hydrogen peroxide; water; hydrochloric acid 2: phosphorus (V)-chloride; phosphoryl chloride / 180 °C View Scheme