Trifluoroacetic acid → HCID 66625887, compound

Participants

Reaction Steps

In a round bottom flask (50 mL), 30 mg of 2-amino-thiophene-3-carbonitrile was added to 20 mL isopropanol to which was further added 5-diethylamino-thiophene-2-carbaldehyde (48 mg) and a catalytic amount of TFA. The mixture was refluxed for 3 hours. Complete removal of the solvent leads to an orange oil which was purified by flash chromatography (SiO2). The title compound was isolated as an orange solid (63%). 1H-NMR (300 MHz, [D] acetone): δ=8.44 (s, 1H), 7.54 (d, 1H, 3J=4.5 Hz), 7.09 (s, 2H), 6.13 (d, 1H, 3J=4.5 Hz), 3.54 (q, 4H, 3J=7.1 Hz), 1.27 (t, 6H, 3J=7.1 Hz). 13C-NMR (300 MHz, [D] acetone): δ=166.1, 153.2, 141.2, 131.9, 127.9, 123.3, 118.8, 116.0, 104.5, 101.5, 48.2, 12.4.

Provenance & Evidence