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31st January 2013 @ 17:27

Sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate was synthesised (1.38 g, 47% yield) to be used in sulfonamide formation.

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Synthesis of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate with reduced sulfur trioxide pyridine complex.

Reaction start time: 12:30 AM EST 30/1/13

AEW 1-1 (2.0 g, 10 mmol, 1 equiv. ) and Sulfur trioxide pyridine (1.71 g, 10 mmol, 1 equiv.) were refluxed in toluene (16 mL) for 16 hours. Reaction was concentrated under reduced atmosphere followed by addition of water and heating to 100° C, the boiling reaction was then neutralised with sodium carbonate (approx. 1 g). Water was then removed under reduced pressure. A 90:10 ethanol:water mix (20 mL) was added to the residue and the solution heated to 90° C then filtered. The product was then concentrated to give the final product (1.38 g 4.7 mmol, 47% yield).

 

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

Risk and Hazard assessment: Same as Synthesis of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate (MD 6-1)

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