Octylamine → HCID 68154461, compound

Participants

Reaction Steps

The anhydride was subsequently dissolved in toluene (320 mL) in a 500 mL flask, followed by the addition of n-octylamine (6.72 g, 52.02 mmol, 8.6 mL). The resulting reaction mixture was subsequently refluxed over a period of 24 h. The reaction mixture was allowed to cool and was subsequently concentrated affording 4-octylcarbamoylthiophene-3-carboxylic acid as a solid. The acid was dissolved in thionyl chloride (SOCl2) (270 mL) and refluxed over a period of 4 hours. The reaction mixture was cooled down and subsequently concentrated to dryness. The residue was purified by column chromatography using methylene dichloride:hexanes (2:1) as the eluant to afford the title compound as a pure white solid (5.2 g, yield 57%): mp: 120-122° C.; GC-Ms: 265; 1H NMR (400 MHz, CDCl3, ppm) δ:7.8(s, 2H), 3.62-3.59 (t, 2H), 1.64-1.62(m, 2H), 1.26(m, 10H), 0.87-0.85(m, 3H); 13C NMR (100 MHz, CDCl3, ppm) δ: 162.4, 136.7, 125.2, 37.9, 31.7, 29.2 (2C), 28.4, 26.8, 22.4, 14.1.

Provenance & Evidence