Hydrogen Bromide → 2-Diisopropylaminoethyl 5,7-dichloro-4-oxo-1,4-dihydroquinoline-2-carboxylate hydrobromide

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Reaction Steps

Treatment of 2-diisopropylaminoethyl 4-benzyloxy-5,7-dichloroquinoline-2-carboxylate (0.85 g) with hydrogen bromide in acetic acid (15 ml, 48%) as described in Example 33d gave 2-diisopropylaminoethyl 5,7-dichloro-4-oxo-1,4-dihydroquinoline-2-carboxylate hydrobromide (0.24 g), m.p. 220° C. (dec). δ (360 MHz, DMSO-d6) 1.33 (12H, 2d, CH3), 3.63 (2H, bs, CH2N), 3.74 (2H, m, CH), 4.63 (2H, t, CO2CH2), 6.70 (1H, s, 3-H), 7.46 (1H, d, 6-H), 8.02 (1H, d, 8-H), 8.90 (1H, bs, NH) and 12.14 (1H, bs, NH). (Found: C, 45.44; H, 4.87; N, 5.85%. C18H22Cl2N2O3. HBr.H2O requires C, 45.49; H, 5.09; N, 5.90%).

Provenance & Evidence