Dm. Rao et al., STUDIES ON HALOQUINOLINES .1. SYNTHESIS AND CHARACTERIZATION OF SUBSTITUTED HALOQUINOLINES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(1), 1997, pp. 29-32
Condensation reaction of halogenated anilines with ethyl acetoacetate
affords quinoline 1,2,3. The compound 1 is coupled with benzenediazoni
um chloride and then reduced to furnish 3-amino-quinoline 5 which unde
rgoes cyclisation with carbon disulphide to give the mercaptooxazolo[4
,5-c]-quinoline 6a. The reaction of 6a with RX produces the substitute
d mercapto derivatives 6b-m. The compounds have been characterised by
their analytical and spectral data.