Guanidine Hydrochloride → HCID 25178483, compound

Participants

Reaction Steps

5-(3-Dimethylaminoprop-2-en-1-oyl)-1-isopropyl-2-methylimidazole (Method 24; 4.9 g, 22.2 mmol) and guanidine hydrochloride (5.3 g, 55.6 mmol) were suspended in 1-butanol (70 ml). NaOMe (4.8 g, 88 mmol) was added in one portion and the mixture heated under reflux, under an atmosphere of nitrogen, for 3 hours. The volatiles were removed by evaporation. Water (50 ml) was added and extracted EtOAc (3×50 ml). The organic layers were combined and dried evaporated in vacuo. The residue triturated with isohexane to give the title compound as a brown solid (1.9 g, 40%). NMR: 1.46 (d, 6H), 2.43 (s, 3H), 5.45 (m, 1H), 6.50 (brs, 1H), 6.74 (d, 1H), 7.28 (s, 1H), 8.12 (d, 1H); m/z 218

Provenance & Evidence