Guanidine Hydrochloride → HCID 178425396, compound

Participants

Reaction Steps

To a solution of potassium tert-butoxide (111.3 mg, 0.99 mmoles) in 15 ml of tert-butyl alcohol is added guanidine hydrochloride (108.2 mg, 1.13 mmoles). The reaction mixture is stirred at room temperature for 10 minutes, then 2,6-dichloro-3-methyl-N-[2-[5-(methylsulfinyl)-1,3,4-oxadiazol-2-yl]phenyl]benzenamine (201.0 mg, 0.526 mmoles) is added, and the reaction mixture is heated at reflux for five minutes. The mixture is concentrated in vacuo. 20 ml of methanol is added to the residue followed by 100 ml of water. The resultant solid is collected by filtration and dissolved in 10% methanol in ethyl acetate. 50 ml of ether is added, followed by a few drops of saturated etheral hydrochloric acid. The white solid is collected and washed with ether to provide 154.4 mg (71%) of 5-[2-[(2,6-dichloro-3-methylphenyl)amino]phenyl]-1,3,4-oxadiazol-2-yl-guanidine monohydrochloride, mp 245°-248° C.

Provenance & Evidence