Reaction #2467938

Reaction equation

4b

3-Phenyl-2-[(4-phenyl-thiazol-2-yl)-hydrazono]-propionic acid

MeOH

thionylchloride

→

desired product

3-Phenyl-2-[(4-phenyl-thiazol-2-yl)-hydrazono]-propionic acid methyl ester

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureto reflux
3. 3
   Concentrationconcentrated

Procedure

To a suspension of 4b (0.1 mmol, 34 mg) in MeOH (2 mL), was added dropwise thionylchloride (22 μL, 0.3 mmol) at −30° C. Then, the solution was allowed to warm at room temperature. The reaction mixture was heated to reflux and concentrated to afford the desired product. The crude is purified by silica gel chromatography (EtOAc/MeOH 10/1) to give the pure compound as a yellow solid (11 mg, 32%).

Source