SYNTHESIS OF QUINOLINE DERIVATIVES

ABSTRACT

Quinoline and its fused heterocyclic derivatives tested with diverse pharmacological activity constitute an important class of compounds for new drug development. Therefore, many researchers have synthesized these compounds as target structures and evaluated their biological activities. The present work provides an in depth view of work done so far on the synthesis of quinolines derivatives. 4-Mercaptoquinoline-1-oxide has been synthesized. In our study we have shown that 4-Mercaptoquinoline-1-oxide is readily obtained from thiouronium chloride. One gram of 4-Chloroquinoline-1-oxide and 0.45g of thiourea were mixed with 10ml of absolute ethanol, heated one hour under reflux, and filtered after cooling. Quinoline-1-oxide-4-thiouronium chloride was obtained as light yellow needles. The thiouronium chloride was then suspended in 6ml of water and 3ml of 10% sodium hydroxide was added, whereupon the crystals dissolved form an orange-red solution. The resulting crystals were collected, yielding 4-Mercaptoquinoline-1-oxide (80%). The intermediate compounds (Quinoline-1-oxide, 4-Nitroquinolin-1-oxide, 4-Chloro quinoline-1-oxide) were also fully characterized. Thereafter, melting point determination was carried out on all the compounds synthesized. Thin layer chromatography was also done to determine the purity of all the compounds synthesized.