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18th February 2013 @ 05:01

Investigation of sulfonamide synthesis by via NMR.


Reaction time: 4:00 PM EST, 15/2/13

Three reactions were set up: A, B and C. To each reaction was added MD 6-5 (30 mg, 0.10 mmol, 1 equiv.) dissolved in d-DMSO (1 mL) followed by cooling in an ice bath. Thionyl chloride (60 µL, 0.20 mmol, 2 equiv.) was then added to each one. was left stirring for 1 minute before quenching, was left stirring for 5 minutes before quenching and C was left stirring for 30 minutes before quenching. The reactions were quenched with a solution of pyridine (22 µL, 0.20 mmol, 2 equiv.) and N-methylbenzylamine (35 µL, 0.20 mmol, 2 equiv.). NMRs of each were then taken.


See also: Synthesis of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate (MD 6-5)

Synthesis of N-benzyl-1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonamide (MD 12-5)

Risk and hazard assessment: Same as Synthesis of N-benzyl-1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonamide (MD 12-2)