Hydroxyamine hydrochloride → HCID 178513388, compound

Participants

Reaction Steps

A powder of NaOMe (67.2 mg, 1.24 mmol) was added to a solution of hydroxylamine hydrochloride (86.4 mg, 1.24 mmol) in methanol (2 ml) at room temperature. After 30 minutes, 1-(1-hydroxy-4-phenyl-2-butyl)imidazole-4-carbonitrile (obtained in Example 12(2))(100 mg, 0.41 mmol) was added to the mixture and the resulting mixture was stirred at reflux for 2 h. After cooling, the insoluble material was removed and then the filtrate was evaporated. The residue was purified by silica gel (5 g) column chromatography eluting with chloroform/methanol (20:1) and concentrated in vacuo. The residue was triturated with isopropyl ether to give N-hydroxy-1-[1-hydroxy-4-phenyl-2-butyl]imidazole-4-carboximidamide (86.3 mg, 76.0%) as an amorphous solid.

Provenance & Evidence