Hydroxyamine hydrochloride → HCID 178435056, compound

Participants

Reaction Steps

To a stirred suspension of K-tert.-butylate (281 mg, 2.5 mmol), hydroxylamine hydrochloride (208 mg, 3.0 mmol) in methanol (4 mL) is added (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopro-pa[a]pentalene-4-carbonitrile (203 mg, 1.0 mmol). The reaction mixture is stirred at rt for 5 h before it is filtered. The filtrate is purified by prep. HPLC (Water XTerrra Prep MS C18 30×75 mm, 10% to 95% acetonitrile in water containing 0.5% sat. aq. NH3) to give (1aS,5aR)-N-hydroxy-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxamidine (200 mg) as a colourless solid; LC-MS: tR=0.72 min, [M+1]+=237.09.

Provenance & Evidence