2-Sulfobenzoic acid cyclic anhydride → HCID 18704500, compound

Participants

Reaction Steps

To a suspension of {1-(3,4-dimethylphenyl)-4-hydroxymethyl-4-methyl-3-pyrazolidinone (10.0 g, 42.74 mmol) in dry acetonitrile (200 ml), was added 2-sulfobenzoic acid cyclic anhydride (7.86 g, 42.74 mmol) in a single portion at room temperature with stirring. The reaction mixture was heated to reflux under nitrogen for 22 hours until complete dissolution was observed. After cooling the mixture to room temperature, a heavy precipitate formed, which was recovered by filtration with suction. After washing with acetonitrile and drying under vacuum, 13.7 g (77%) of {1-(3,4-dimethylphenyl)-4-methyl-3-oxo-pyrazolidin-4-yl}methyl 2-sulfobenzoate (Compound III) were isolated in the form of a pale pink solid.

Provenance & Evidence