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8th February 2013 @ 04:47

Investigation of sulfonamide synthesis by varying thionyl chloride concentration and temperature.


Reaction time: 3:00 PM EST, 8/2/13

Two reactions were set up:

a) MD 6-5 (20 mg, 0.068 mmol, 1 equiv.) was stirred in deuterated chloroform (2 mL). Thionyl chloride (20 µL, 0.068 mmol, 1 equiv.) was added and the reaction was heated to 60°C and left overnight.

b) MD 6-5 (20 mg, 0.068 mmol, 1 equiv.) was stirred in thionyl chloride (1 mL, 3.4 mmol, 50 equiv.) overnight at room temperature.

After 16 hours 1H NMR spectra of both reactions (a) and (b) were taken:



NMR indicated decomposition of starting material. (It might actually be due to the presence of thionyl chloride, will try and remove it and NMR again).


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

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MD 12-2.png