Nitric Acid → 5-Bromo-6-nitro-2-(1-piperazinyl)quinoline

Participants

Reaction Steps

To a -10° C. solution of 10 (300 mg, 1.03 mmol) in H2SO4 (10 ml) was added dropwise HNO3 (0.25 ml). The mixture was stirred 15 min. at -10° -0° C., poured onto ice, and diluted with 1M NaOH until basic. The mixture was then extracted with CH2Cl2 (3×), and the combined organic layers were dried (MgSO4). Concentration yielded 2a (240 mg, 70%) as a yellowish solid which was utilized in the next step without further purification. (m.p.>230° C., dec. ). 1H NMR d (ppm): 1.79 s (NH), 3.00 dd (CH2), 3.80 dd (CH2), 7.07 d (CH arom), 7.57 d (CH arom), 7.81 d (CH arom), 8.37 d (CH arom).

Provenance & Evidence