1: KOH / methanol / 1 h 2: SOCl2 / tetrahydrofuran / 20 °C 3: diethyl ether / 0 °C 4: conc. NH4OH / 20 °C 5: 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S View Scheme

1: 1 h / 0 °C 2: KOH / methanol / 1 h 3: SOCl2 / tetrahydrofuran / 20 °C 4: diethyl ether / 0 °C 5: conc. NH4OH / 20 °C 6: 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S View Scheme

1: THF / 24 h / Heating 2: 1 h / 0 °C 3: KOH / methanol / 1 h 4: SOCl2 / tetrahydrofuran / 20 °C 5: diethyl ether / 0 °C 6: conc. NH4OH / 20 °C 7: 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S View Scheme

1: diethyl ether / 0 °C 2: conc. NH4OH / 20 °C 3: 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S View Scheme

1: SOCl2 / tetrahydrofuran / 20 °C 2: diethyl ether / 0 °C 3: conc. NH4OH / 20 °C 4: 1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S View Scheme

1.) THF, 0 deg C, 1 h; 2.) 0 deg C, 15 min, 1 equiv. of CH3OCH2N=C=S; Yield given. Multistep reaction;