Hydroxylamine → HCID 90402388, compound

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (4.45 g, 32.2 mmol) and hydroxylamine hydrochlordie (1.1 g, 16 mmol) was added to a stirring solution of N-(1-cyanocyclopropyl)-2-methylpropane-2-sulfinamide (1.5 g, 8.1 mmol) in EtOH (27 ml) at rt. The reaction was heated to 60° C. for 2 h. Then the reaction was allowed to cool to rt. Celite was added and the mixture was filtered through a pad of celite washing with 100 mL of EtOAc. The filtrate was concentrated to give the expected product (Z)-1-(1,1-dimethylethylsulfinamido)-N′-hydroxycyclopropanecarboximidamide (1.7 g, 7.8 mmol, 96% yield) consistent by LCMS. LC-MS retention time: 1.09 min; m/z (MH+): 220. LC data was recorded on a Shimadzu LC-10AS liquid chromatograph equipped with a Phenomenex-Luna 3u C18 2.0×30 mm column using a SPD-10AV UV-Vis detector at a detector wave length of 220 nM. The elution conditions employed a flow rate of 1 mL/min, a gradient of 100% solvent A/0% solvent B to 0% solvent A/100% solvent B, a gradient time of 2 min, a hold time of 1 min, and an analysis time of 3 min where solvent A was 5% MeOH/95% H2O/10 mM ammonium acetate and solvent B was 5% H2O/95% MeOH/10 mM ammonium acetate. MS data was determined using a Micromass Platform for LC in electrospray mode.

Provenance & Evidence