Sodium → HCID 21180317, compound

Participants

Reaction Steps

To an ethanolic suspension of 4-methoxybenzamidine hydrochloride salt (1:1) (2.01 g, 10.8 mmol, 1.5 eq.) was added sodium (331 mg, 14.4 mmol, 2 eq.) in ethanol (60 ml), stirring was then continued for 30 min. at r.t. 3-azidomethyl-benzoic acid hydrazide (1.37 g, 7.2 mmol) in ethanol was then added at 20° C. and the mixture heated at reflux for 18 hrs. Upon cooling the product mixture was filtered, the solvent was evaporated and the residue chromatographed over 20 g SiO2 (Merck 230-400 mesh) with CH2Cl2, affording a solid after evaporation of the solvent. The residue was dried under high vacuum overnight at 20° C. affording the title compound (1.25 g, 57% yield) as a white solid. MS: m/e=306 (M+).

Provenance & Evidence