Acetic Anhydride → HCID 53947050, compound

Participants

Reaction Steps

To a stirred, cooled (0° C.) solution of 0.54 g (1.94 mmols) of [2-(4-chlorophenyl)-1-(1,2,4-triazol-1-yl)-2-hexylamine and 0.02 g (0.15 mmols) of N,N-dimethylaminopyridine in 10 mL of methylene chloride under nitrogen was added dropwise 0.50 mL (5.28 mmols) of acetic anhydride. After 5 days the reaction was quenched with the addition of methanol and the solvents were removed to give a white solid. The solid was dissolved in toluene which was removed under reduced pressure to remove any acetic acid. The resultant solid was recrystaltized from chloroform to give 0.2 g (32%) of white crystals, melting point 178.5°-179° C. 1H-NMR 200 MHz (CDCl3, Me4Si) 0.85 (t, J=7.5 Hz, CH2 -CH3), 1.0-1.4 (m, 4H), 1.8-2.2 (m, 2H), 2.05 (s, COCH3), 4.85 (ABq, J=35.3 Hz, JAB =12.5 Hz, CH2 -N), 5.95 (s, NH), 7.05-7.4 (q, aromatic H), 7.8 (s, CH=N), 7.95 ppm (s, CH=N).

Provenance & Evidence