Nitroxyl → HCID 178510834, compound

Participants

Reaction Conditions

Reaction Steps

Preparation of: 3-[(4-(2-(2-Phenyl-4-oxazolyl)ethoxy)phenyl)methyl]1,2,4-oxadiazolin-5-one. ##STR28## Part A Preparation of: ##STR29## To a cooled (0° C.) solution of 0.88 g of Na in 80 mL of anhydrous MeOH was added 2.67 g of NH2OH HCl followed by a solution of the iminoether of Example 12 Part C Method 2 in 100 mL of anhydrous MeOH. The reaction mixture was allowed to warm to 25° C. and was stirred for 18 hours. The residue, after removal of solvent, was partitioned between 200 mL of H2O and 700 mL of EtOAc. The solid was removed by filtration and washed with H2O and EtOAc. The combined organic phases were washed with H2O and combined with the solid. After removal of the solvent, the residue was recrystallized from MeOH. The filtrate was diluted with Et2O and the resulting solid was filtered to give 4.14 g of crude N-hydroxy-4-[2-(2-phenyl-4-oxazolyl)ethoxy]benzeneethanimidamide. FD-MS: m/e 337.

Provenance & Evidence