Chloroform → 2-[(2,5-dimethylphenyl)chloromethylsulfonyl]pyridine

Participants

Reaction Steps

A mixture of 2.0 g (0.0064 mole) of 2-[(2,5-dimethylphenyl)-chloromethylsulfonyl]-pyridine N-oxide, 3.5 g (0.026 mole) of PCl3 and 15 ml of chloroform was refluxed for one hour. Addition of ethanol to destroy excess PCl3 and evaporation of the solvents left 2.6 g of crude product. The crude material was recrystallized from ethanol to give 1.5 g (79%) of crystalline material having a melting point of 117-119° C. Infrared and NMR spectra were in agreement with the structure. Analysis calculated for C14H14ClNO2S: C=56.85; H=4.77; N=4.74. Found: C=56.67; H=4.78; N=4.81.

Provenance & Evidence