hydrazine hydrate 6 h; Heating;

potassium hydroxide in ethanol 1 h; Heating;

1: EDCI / CH2Cl2 / 20 °C 2: 1.181 g / TFA / 1 h / 0 °C View Scheme

1: 100 percent / K2CO3 / acetone / Heating 2: 95 percent / aq. NaOH / aq. ethanol / Heating 3: thionyl chloride 4: 57 percent / Et3N / benzene / 3 h / Heating 5: 60 percent / aq. KOH / aq. ethanol / 1 h / Heating View Scheme

1: 57 percent / Et3N / benzene / 3 h / Heating 2: 60 percent / aq. KOH / aq. ethanol / 1 h / Heating View Scheme