sodium azide

1: 70 percent / molecular sieve 4 Angstroem, mercury(II) cyanide / benzene; nitromethane / 40 °C 2: hydrogen / 10percent Pd/C / methanol / 36 h / Ambient temperature 3: sodium methoxide / methanol; H2O View Scheme

1: 1.) mercuric cyanide, 2.) pyridine / 1.) benzene/nitromethane, 40 deg C, 8 h, reflux, 16 h; 2.) benzene/nitromethane, 0 deg C, overnight 2: M sodium hydroxide / acetone / 0.33 h / Ambient temperature View Scheme