Triethylamine → HCID 86707933, compound

Participants

Reaction Steps

Oxalyl chloride (0.908 g, 0.60 ml, 7.16 mmol) was added dropwise at 0° C. to a solution of 5-(4-Chlorophenyl)-2,4-dimethyl-1-(4-sulfamoylphenyl)-1H-pyrrole-3-carboxylic acid (step 2, 1.45 g, 3.58 mmol) in dichloromethane (50 ml)/DMF (0.544 g, 0.50 ml, 7.16 m mol). Mixture was allowed to come at room temperature and stirred for 1 hr. under nitrogen atmosphere. The completion of reaction was monitored by TLC. The mixture was concentrated under reduced pressure under nitrogen atmosphere. To this residue was added N,O-dimethylhydroxylamine hydrochloride (0.690 g, 7.16 mmol) in dry dichloromethane (50 ml) at 0° C. followed by the addition of triethylamine (1.44 g, 2.0 ml, 14.32 mmol,) under stirring. The reaction mixture was stirred at room temperature for 2 hr. The completion of reaction was monitored by TLC. The solvent was removed under reduced pressure. The residue so obtained was taken in dichloromethane (50 ml), washed with water (2×25 ml.) and organic layers separated were dried over anhydrous sodium sulphate, filtered and concentrated at reduced pressure to get a crude product. This crude product was purified by column chromatography over silica gel (100-200 mesh) using 0.8% methanol in dichloromethane as an eluent to yield the title compound (0.763 g, 42%).

Provenance & Evidence