Water → HCID 178527121, compound

Participants

Reaction Conditions

Reaction Steps

To a cooled (0° C.), stirred suspension of N'-hydroxy-2-(5-chloronaphthalenyl)ethanimidamide (470 mg, 2.00 mmol) in CH2Cl2 (3 mL) and pyridine (325 μL, 4.00 mmol) was added thionyl chloride (160 μL, 2.20 mmol) over 2 minutes. The resulting solution was stirred for 25 minutes. H2O (10 mL) was added and the mixture was extracted with CH2Cl2 (2×25 mL). The combined extracts were dried (MgSO4) and concentrated. Purification by flash chromatography (eluant EtOAc/hexane (20:80)) and recrystallization from ethanol/ether gave off-white needles (88 mg, 16%), m.p. 164°-165° C.

Provenance & Evidence