Hydrochloric Acid → 5-(3-Bromophenoxy)-3-(3-methoxyphenylthio)picolinic acid

Participants

Reaction Steps

A 25 mL round-bottomed flask was charged with 5-(3-bromophenoxy)-3-(3-methoxyphenylthio)picolinonitrile (225 mg, 0.544 mmol), potassium hydroxide (2.5 M, 1.09 mL, 2.72 mmol), and EtOH (5 mL). The reaction was heated to reflux overnight. After cooling to room temperature the reaction was poured into water and pH adjusted with 1N HCl to ˜pH=3. The cloudy solution was extracted with CH2Cl2. The organic layer was dried over sodium sulfate, filtered and concentrated to afford the title compound (235 mg, 100%) which was taken forward without further purification.

Provenance & Evidence