All Notebooks | Help | Support | About
21st February 2013 @ 03:30

Synthesis of 2-(1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonamido)acetamide for testing as an anti-malarial.

 

 

Reaction start time: 1:00 PM EST 20/2/13
MD 6-5 (200 mg, 0.68 mmol, 1 equiv) and Phosphorous Pentachloride (144 mg, 0.68 mmol, 1 equiv) were mixed at room temperature in dry diethyl ether (10 mL) for 2 hours under an inert atmosphere. After 2 hours the mixture was filtered and to the filtrate was added pyridine (260 µL, 2.0 mmol, 2.9 equiv.) followed by 2-aminoacetamide (100 mg, 1.3 mmol, 1.9 equiv.) Reaction was concentrated under reduced pressure leaving a brown residue  (21 mg).

See also:
Chlorination of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate (MD 15-1), Synthesis of sodium 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonate (MD 6-5)

 NMR Data: 

MD_26-1_crude.pdf
: Crude residue.

MD_26-1_fraction_1-2.pdf
: Clean fraction that looks to be a sulfonamide

Risk and hazard assessment:

MD 25-1 RA.pdf
Attached Files
Scheme
MD 25-1 RA.pdf
MD_26-1_crude.pdf
MD_26-1_fraction_1-2.pdf
Comments