Reaktionsschritte
Treatment of 3-butylaniline (7 g) with diethylacetylene dicarboxylate (7.5 ml), as described in Example 1b, gave ethyl 5-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.62 g) mp 132°-133° C., δ (360 MHz, DMSO-d6) 0.89 (3H, t, CH2CH2CH3), 1.36 (5H, m, CO2CH2CH3 and CH2CH2CH3), 1.47 (2H, m, CH2CH2CH2), 3.25 (2H, t, CH2CH2CH2CH3), 4.41 (2H, q, CO2CH2), 6.55 (1H, s, 3-H), 7.04 (1H, d, 8-H), 7.52 (1H, t, 7-H) 7.80 (1H, d, 6-H) and 11.75 (1H, bs, NH) and ethyl 7-butyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (1.78 g), mp 124°-126° C., δ (360 MHz, DMSO-d6) 0.91 (3H, t, CH2CH2CH3), 1.36 (5H, m, CO2CH2CH3 and CH2CH2CH3), 1.61 (2H, m, CH2CH2CH2), 2.70 (2H, t, CH2CH2CH2), 4.40 (2H, q, CO2CH2), 6.62 (1H, s, 3-H), 7.21 (1H, d, 6-H), 7.75 (1H, s, 8-H), 7.98 (1H, d, 5-H) and 11.87 (1H, bs, NH).
