ammonia in diethyl ether -5 to 0 deg C then -15 deg C, overnight;

1: 70 percent / NH3 / diethyl ether / 1) 5-10 deg C then -15 deg C overnight 2: 83 percent / POCl3 / diethylaniline / 3 h / Heating 3: 47 percent / NH3 / diethyl ether / -5 to 0 deg C then -15 deg C, overnight View Scheme

1: 83 percent / POCl3 / diethylaniline / 3 h / Heating 2: 47 percent / NH3 / diethyl ether / -5 to 0 deg C then -15 deg C, overnight View Scheme

1: 87 percent / NaOH / H2O / 1) RT, 3 h; 2) reflux, 5 min 2: 79 percent / 10 percent HCl / 8 h / Heating 3: 1) POCl3; 2) PCl5 / 1) reflux, overnight; 2) reflux, overnight 4: 47 percent / NH3 / diethyl ether / -5 to 0 deg C then -15 deg C, overnight View Scheme

1: 1) POCl3; 2) PCl5 / 1) reflux, overnight; 2) reflux, overnight 2: 47 percent / NH3 / diethyl ether / -5 to 0 deg C then -15 deg C, overnight View Scheme

1: 79 percent / 10 percent HCl / 8 h / Heating 2: 1) POCl3; 2) PCl5 / 1) reflux, overnight; 2) reflux, overnight 3: 47 percent / NH3 / diethyl ether / -5 to 0 deg C then -15 deg C, overnight View Scheme