1-Chloro-4-(phenylethynyl)benzene → HCID 24954859, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tri-n-butyltin azide (0.86 mL, 3.15 mmol) with the 4-chlorophenylethynylbenzene (3 mmol) was heated at 150° C. for 70 h in a sealed glass bottle. The resulting solution was purified by column chromatography (cyclohexane/AcOEt, 5:1) and recrystallized from (cyclohexane/AcOEt) to give 4-(p-chlorophenyl)-5-phenyl-1H(2H)-[1,2,3]triazole as a white solid (413 mg, 54% yield); m.p. 124-126° C. 1H NMR (200 MHz, CDCl3, 25° C.) δ=7.51-7.46 (m, 4H), 7.38-7.35 (m, 3H), 7.31 (dt, 3J=8.6 Hz, 4J=5J=2.2 Hz, 2H) ppm. ES-MS: m/z=278 [M++Na], 256 [M+]. C14H10ClN3 (255.70): caldc. C, 65.76; H, 3.94; N, 16.43. found C, 65.93; H, 3.84; N, 16.37.

Provenance & Evidence