Grad Dip Arylpyrrole

Formation of a sulfonate as an alternative to the sulfonamides (MD 29-1)

Reaction start time: 7:30 PM EST, 9/5/13

MD 27-5 (65 mg, 0.23 mmol, 1 equiv.) was dissolved in pyridine (5 mL). Methyl glycolate (102 mg, 1.1 mmol, 4.9 equiv.) was added and the reaction stirred overnight.

 NMR: 

Risk and Hazard assessment:

Reaction start time: 1:30 PM EST, 8/5/13

MD 6-7 (0.11 g, 0.18 mmol, 1 equiv.) was stirred in dry DCM (3 mL) followed by addition of dry DMF (14 uL, 0.18 mmol, 1 equiv.). Dropwise oxalyl chloride (0.14 mL, 1.6 mmol, 8 equiv.). The reaction mixture was stirred at room temperature for 3 hours.

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