Trifluoroacetic acid → HCID 66625082, compound

Participants

Reaction Steps

5-(Thiophen-2-yl)thiophene-2-carbaldehyde (75 mg) was added to diethyl 2,5-diaminothiophene-3,4-dicarboxylate (49 mg) and the solution was refluxed in isopropanol for four hours in the presence of a catalytic amount of TFA. The title compound was isolated as a red powder (58 mg, 50%) following column chromatography. M.p.: 130°-132° C. 1H-NMR (300 MHz, [D] acetone): δ=8.69 (s, 2H), 7.76 (d, 2H, 3J=4.1 Hz), 7.66 (d, 2H, 3J=6.1 Hz), 7.53 (d, 2H, 3J=3.7 Hz), 7.46 (d, 2H, 3J=4.0 Hz), 7.16 (t, 2H, 3J=3.6 Hz), 4.26 (q, 4H, 3J=6). 9 Hz), 1.30 (t, 6H, 3J=7.3 Hz). 13C-NMR (60 MHz, [D] acetone): δ=173.0, 163.0, 152.8, 140.9, 136.4, 131.6, 129.2, 129.0, 127.3, 126.2, 125.2, 123.9, 66.3, 13.8. EI-MS: m/z 610.9 ([M]+, 100%).

Provenance & Evidence