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31st October 2012 @ 23:30
N.B Benzylamine was used instead of N-methylbenzylamine so the experiment numbering was changed from MD 10-2 to MD 12-1.

Synthesis of N-benzyl-1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-sulfonamide via sulfonyl chloride.

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Reaction start time: 11:30 AM EST 31/10/12
MD 6-3 (95 mg, 0.34 mmol, 1 equiv.) was stirred in Acetonitrile (10 mL). Thionyl chloride (25 µL, 0.34 mmol, 1 equiv.) and the brown mixture went dark brown after 1 minute. At 12:30 PM DMF (100 µL, 1 mmol) was added.

At 5:00 PM the mixture was concentrated under reduced atmosphere leaving behind a dark brown residue.

See also:

Risk and Hazard assessment:
Same as MD 10-1: Synthesis of N-benzyl-1-(4-fluorophenyl)-N,2,5-trimethyl-1H-pyrrole-3-sulfonamide (MD 10-1) except with starting material doubled and solvent changed from DCM to acetonitrile.
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MD 12-1 Reaction.png