Ethylenediamine → HCID 59736829, compound

Participants

Reaction Steps

N-(2-Amino-5-(thiophen-2-yl)phenyl)-4-cyanobenzamide 173 (30 mg, 0.1 mmol), ethylenediamine (0.126 mL, 1.9 mmol.) and carbon disulfide (catalyst) were stirred at 50° C. in DMF overnight. The reaction mixture was then evaporated to dryness, taken up in methanol and filtered to give the title compound 174 as a yellow solid (16.3 mg, 48%). 1H NMR: (DMSO) δ (ppm): 400 MHz, (DMSO) d (ppm): 9.78 (s, 1H), 8.02 (d, J=8.0 Hz, 2H), 7.92 (d, J=8.0 Hz, 2H), 7.45 (s, 1H), 7.33 (d, J=5.1 Hz, 1H), 7.28 (d, J=8.2 Hz, 1H), 7.22 (d, J=3.3 Hz, 1H), 7.03 (t, J=3.9 Hz, 1H), 6.79 (d, J=8.2 Hz, 1H), 5.18 (s, 2H), 3.63 (s, 4H). MS: 362.12 (calc), 363.1 (obs).

Provenance & Evidence