Chlorosuccinimide → 2-Chloro-4-(4-methyl-4H-1,2,4-triazol-3-yl)aniline

Participants

Reaction Conditions

Reaction Steps

NCS (0.077 g, 0.574 mmol) was added to a solution of 4-(4-methyl-4H-1,2,4-triazol-3-yl)aniline (0.1 g, 0.574 mmol) in DMF (1.1 mL). The reaction mixture was heated at 90° C. for 1 hour and was then concentrated under vacuum. The residue was purified via Biotage silica gel column chromatography elutin with (DCM/EtOH 99/1 to 90/10) to afford the title product as a white solid (97 mg, 81%). 1H NMR (500 MHz, CD3OD) δ 3.78 (s, 3H), 6.95 (d, J=8.4 Hz, 1H), 7.38 (dd, J=8.4, 2.0 Hz, 1H), 7.58 (d, J=2.0 Hz, 1H), 8.48 (s, 1H). LC (Method B)-MS (ESI, m/z) tR 1.25 min, 209 [(M+H+), 100%].

Provenance & Evidence