Sulfanilamide → 9-Bromo-5-(p-sulfamoylphenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

Participants

Reaction Steps

A procedure similar to that described in Example 51 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro- 1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (170 mg, 0.5 mmol) and p-sulfamoylaniline (87 mg, 0.506 mmol) to give 190 mg of the title compound (77%): mp 263°~267° C.; 1H NMR (270 MHz, DMSO-d6) δ12.07 (s, 1H), 10.21 (s, 1H), 8.20 (bs, 1H), 7.81 (d, 1H, J=8.0 Hz), 7.63 (d, 1H, J=8.0 Hz), 7.24 (bs, 2H), 7.19 (bs, 2H), 5.17~5.28 (m, 1H), 3.06 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.83 (dm, 1H, J=16.8 Hz), 2.55~2.70 (m, 2H), 2.12 (dm, 1H, J=13.5 Hz), 1.80~1.97 (m, 1H).

Provenance & Evidence