Pyridine → HCID 178527120, compound

Participants

Reaction Steps

Thionyl chloride (2.55 mL, 0.035 mol) was added dropwise to a mixture of N'-hydroxy-(3,4-dihydro-2-naphthalenyl)ethanimidamide (6.5 g, 0.032 mol) and pyridine (5.18 mL, 0.064 mol) in dry CH2Cl2 (100 mL) at 0° C. After the addition, the reaction mixture was concentrated under reduced pressure, placed in an ice bath, diluted with water (50 mL), extracted with ether (3×50 mL), filtered, dried (MgSO4), and concentrated under reduced pressure to give a red brown solid. The solid was triturated three times with ether (50 mL) and recrystallized from ether (75 mL) to yield 1.14 g (14.4%) of pure product as tan crystals, m.p. 118°-120.5° C.

Provenance & Evidence