Phenyl isocyanate → HCID 10368159, compound

Participants

Reaction Steps

Using the general method of Example 145, 1-(8-aminooctyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (1.2 g, 3.26 mmol) was reacted with phenyl isocyanate to provide 1.59 g of N-[8-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)octyl]-N′-phenylurea as an off white powder, m.p. 153–155° C. Analysis: Calculated for C29H38N6O. 0.20 H2O: % C, 71.05; % H, 7.89; % N, 17.14; Found: % C, 70.86; % H, 7.97; % N, 16.87. 1H NMR (300 MHz, DMSO-d6) δ 8.34 (s, 1H), 8.01 (d, J=7.8 Hz, 1H), 7.61 (dd, J=8.3, 1.0 Hz, 1H), 7.43–7.36 (m, 3H), 7.26–7.17 (m, 3H), 6.87 (t, J=7.3 Hz, 1H), 6.49 (s, 2H), 6.08 (m, 1H), 4.49 (m, 2H), 3.05 (m, 2H), 2.91 (m, 2H), 1.80 (m, 4H), 1.43–1.29 (m, 12H), 0.95 (t, J=7.3 Hz, 3H);

Provenance & Evidence