Phosgene → 1-[1-(3-Methyl-butyl)-5-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-1H-benzoimidazol-2-ylmethyl]-1,3-dihydro-benzoimidazol-2-one

Participants

Reaction Steps

N-Hydroxy-1-(3-methyl-butyl)-2-(2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-1H-benzoimidazole-5-carboxamidine (75 mg, 0.191 mmol) was treated with phosgene (1 ml, 1.91 mmol, 1.92 M in toluene) and heated to reflux for 2.5 h. The mixture was cooled and stirred for 48 h. A white precipitate was isolated by filtration to give 21 mg (26%) of 1-[1-(3-Methyl-butyl)-5-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-1H-benzoimidazol-2-ylmethyl]-1,3-dihydro-benzoimidazol-2-one.

Provenance & Evidence