p-Toluenesulfonic acid → HCID 86616712, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-2,3-dicyano-4-trifluoromethylsulfinylpyrrole (290 mg, 0.6 mmol), triethyl orthoformate (4.45 g, 29.7 mmol), and p-toluenesulfonic acid (10 mg, 0.1 mmol) was heated at 100° C. for 40 minutes, then at 120° C. for 70 minutes. Additional p-toluenesulfonic acid (a catalytic amount) was added and the resulting mixture was heated at 120° C. for 2.4 hour. It was then concentrated to dryness and diluted with dichloromethane (20 ml). The organic layer was washed with saturated sodium bicarbonate, brine, dried (sodium sulfate), and concentrated to afford the title compound as an orange oil which was used without purification for the next transformation. 19F-NMR: −64.23, −72.08.

Provenance & Evidence