Dimethyl Sulfoxide → 7,8-Dichloro-1-methylisoquinoline

Participants

Reaction Conditions

Reaction Steps

7,8-Dichloroisoquinoline (0.019 mole) in 100 ml. of dimethylsulfoxide is added to a solution of sodium hydride (0.11 mole) in 100 ml. of dimethylsulfoxide at 70° C. The reaction mixture is stirred at 70° C. for 4 hours under a nitrogen atmosphere. The reaction mixture is cooled, 100 ml. of water is added, and the mixture is poured into 1500 ml. of water. The aqueous mixture is extracted with benzene. The extract is washed, dried over sodium sulfate and evaporated to give 7,8-dichloro-1-methylisoquinoline.

Provenance & Evidence