Propargyl bromide → HCID 19965418, compound

Participants

Reaction Steps

This was prepared as for Example 24 but using propargyl bromide (0.48 g, 0.0044 mol) and 7-chloro-4-hydroxy-3-phenyl-2(1H)-quinolone (0.50 g, 0.0018 mol) and recrystallising the product from ethanol/water; yield=210 mg as a white crystalline solid, mp=183°-185° C. Found: C, 69.21; H, 3.68; N, 4.34. C18H12ClNO2 +0.1 H2O requires C, 69.39; H, 3.95; N, 4.50. δ (360 MHz, DMSO-d6), 3.50 (1H, t, J=2.3 Hz, CCH), 4.26 (2H, d, J=2.5 Hz, OCH2C), 7.28 (1H, dd, J=8.5 and 1.9 Hz, H6), 7.32-7.48 (6H, m, aromatics), 7.86 (1H, d, J=8.6 Hz, H5), 11.96 (1H, s, br, NH). MS (CI) m/z=310 [MH]+.

Provenance & Evidence