Thionyl Chloride → 3-(1-Chloroethyl)-5-(3-chlorophenyl)-[1,2,4]oxadiazole

Participants

Reaction Conditions

Reaction Steps

5 drops of DMF were added to 1-[5-(3-chlorophenyl)-[1,2,4]oxadiazol-3-yl]ethanol (12.3 g, 54.9 mmol) in SOCl2 (150 mL) and the reaction was heated at 70° C. for 5 h. The excess SOCl2 was evaporated and the residue was purified by column chromatography (Hep 100% to Hep/EA=5/1) to give 12.4 g (93%) of the title compound. 1H NMR: 1.96 (d, 3H) 5.20 (q, 1H) 7.46 (t, 1H) 7.59 (m, 1H) 8.04 (m, 1H) 8.17 (t, 1H)

Provenance & Evidence