2-Chloroquinoline → Quinoline, 2-hydrazinyl-

Participants

Reaction Steps

To a solution of 2-chloroquinoline (15 g) in ethanol (150 ml) was added hydrazine hydrate (40 ml), the resulting solution was heated at reflux for 6 hours then diluted with water (400 ml) and extracted with diethyl ether (3×200 ml). The collected organic phase was washed with brine (300 ml), dried and concentrated under vacuum to afforg the title compound as a solid (13 g), 1H--NRM (DMSO); 4.29(s,2H), 6.83 (d,1H), 7.15(m,1H), 7.47(m,1H), 7.52(d, 1H), 7.62(dd, 1H), 7.86(d,1H), 8.05(s,1H)

Provenance & Evidence