Triethylamine → HCID 178526609, compound

Participants

Reaction Steps

1,1′-Carbonyldiimidazole (641.2 mg; 3.95 mmol; 1 eq.) is added to a 0° C. solution of 3-nitrobenzohydrazide (715.9 mg; 3.95 mmol; 1 eq.) and triethylamine (822 μl; 5.93 mmol; 1.50 eq.) in DMF (30 ml). The reaction mixture is stirred between 0° C. and rt for 4 hours. Solvents are removed under vacuo affording an orange oil which is solubilized in DCM and washed with HCl 0.1 M. The organic phase is concentrated. The resulting precipitate is recovered by filtration, affording 5-(3-nitrophenyl)-1,3,4-oxadiazol-2-ol as a white solid (469.9 mg; 58%). 1H NMR (DMSO-d6) δ: 7.84 (s, 1H), 8.19 (m, 1H), 8.41 (m, 2H), 12.91 (s, 1H). HPLC (method A), Rt: 2.06 min (purity: 97.5%).

Provenance & Evidence