Potassium Carbonate → HCID 59627719, compound

Participants

Reaction Steps

2-(4-Iodo-3-methylphenyl)acetonitrile (2 g, 7.78 mmol) in ethanol (30 mL) was added dropwise to potassium carbonate (6.67 g, 48.24 mmol) and hydroxylamine hydrochloride (0.541 g, 7.78 mmol) in ethanol (30 mL) at reflux over a period of 5 minutes. The resulting suspension was stirred at reflux for 8 hours. The reaction mixture was allowed to cool overnight and the salts were filtered and washed with DCM (2×50 mL). The filtrate was evaporated to give crude product. The crude product was purified by flash silica chromatography on a combi flash companion 40 g cartridge, elution gradient 0 to 30% MeOH in DCM. Pure fractions were evaporated to dryness to afford (Z)—N′-hydroxy-2-(4-iodo-3-methylphenyl)acetimidamide (1.135 g, 50.3%) as a yellow gum.

Provenance & Evidence