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4th April 2013 @ 06:19

Chlorination of the sulfonate pyrrole using oxalyl chloride for further synthesis to a sulfonamide.

 

Reaction start time: 3:00 PM EST, 19/3/13

MD 6-5 (0.24 g, 0.40 mmol, 1 equiv.) was stirred in dry DCM (5 mL) followed by addition of dry DMF (30 uL, 0.40 mmol, 1 equiv.). Dropwise oxalyl chloride (0.28 mL, 3.2 mmol, 8 equiv.). The reaction mixture was stirred at room temperature under Argon for 2 hours.

DCM (20 mL) and water (20 mL) was added to the reaction, the organic layer was dried and concentrated to give a brown grainy oil (0.20 mg). Which was used with no further purification.

Risk and Hazard assessment:
Chlorination of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate using oxalyl chloride (MD 27-1)