Hydrochloric Acid → HCID 44594093, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6N NaNO2 in water (1 mL, 5.876 mmol) was added dropwise to conc. HCl (0.7 mL, 7.05 mmol). The resulting nitrous gases were bubbled through a suspension of 22 (200 mg, 0.588 mmol) in CH2Cl2 cooled to 0° C. for 1 hr. The solvent was removed in vacuo. The purple residue was purified by flash column chromatography (2% EtOAc in n-hexane) to give 3-(2-Benzyl-phenyl)-6-m-tolyl-[1,2,4,5] tetrazine 23 (198 mg, 0.585 mmol, 100% yield). m.p. 90-91° C.; HRMS (MALDI-FTMS) calcd for C22H18N4+H+: 339.1604, found 339.1597.

Provenance & Evidence