Dimethyl Sulfoxide → HCID 178424441, compound

Participants

Reaction Steps

To a mixture of 29.8 g (purity: 93.6%; 163 mmol) of sodium 2-cyclopropyl-6-methylphenoxide and 5 g of dimethyl sulfoxide was added 10.0 g (purity: 90%; 54.6 mmol) of 4-hydroxy-3,6-dichloropyridazine at room temperature. Then, the resultant mixture was heated from room temperature to 140° C. to effect a reaction for 28 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and 300 g of pure water and 200 g of cyclohexane were added to the cooled mixture, and stirred for 30 minutes, and an organic phase containing 2-cyclopropyl-6-methylphenol added in an excess amount was separated. Then, the resultant aqueous phase containing a sodium salt of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol was quantitatively determined by an HPLC internal standard analysis method, which showed that 13.3 g of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 87.9%) and 60.4 mg of 3-chloro-6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 0.4%) were obtained.

Provenance & Evidence