Ethanol → N-Hydroxy-2-(3-iodo-phenyl)-acetamidine

Participants

Role	Name	HCID	Charge
Reactant	Ethanol	HCID 702	—
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	Hydroxyamine hydrochloride	HCID 443297	—
Reactant	2-(3-Iodophenyl)acetonitrile	HCID 2759368	—
Solvent	Water	HCID 962	—
Product	N-Hydroxy-2-(3-iodo-phenyl)-acetamidine	HCID 178510804	96.7%

Reaction Conditions

Temperature	50 °C

Reaction Steps

Add sodium carbonate (2.0 g, 18.5 mmol) to a mixture of 3-iodophenylacetonitrile (4.5 g, 18.5 mmol) and hydroxylamine hydrochloride (1.3 g, 18.5 mmol) in 10:1 EtOH:H2O (11 mL). Heat the reaction mixture to 50° C. for 2 days. Cool to RT, then filter to remove the solids. Concentrate the filtrate to afford the title compound (4.94 g). LC-MS (m/e): 277 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07816523B2
Source dataset	uspto-grants-2010_10
ORD ID	ord-39ae7a286b9c40f7aeae920bfbcf36e1
Source note	uspto-grants-2010_10