Study On The Synthesis Of Decoquinate

The thesis focused on the synthesis of anti-coccidial drug Decoquinate.Decoquinate was synthesized with aniline as starting materials by steps of diazotization, coupling, reduction, condensation, substitution and cyclization. The total yield was improved from the reported 34.8% to 51.6%.3-Ethoxyl-4-hydroxyl-l-nitrobenzene was prepared through diazotization of anilliane, coupling with o-ethoxyl phenol and followed by the reduction of azo compounds with sodium hyposulfite in one pot in overall yield of 86% and 95% HPLC purity.Decoquinate was obtained from 3-ethoxyl-4-hydroxyl-l-nitrobenzene through condensation, etherization and cyclization without purification of the intermediates in overall yield of 60%. The condensation was carried out in absence of solvents and the etherization was realized in the presecence of 2-5% water which accelerated the reaction and increased the conversion and avoided the usage of precious catalyst of NaI or KI.The synthesis of decoquinate was suitable for mass production without purification of the intermediates, the metal reduction and the post-processure of intermediates and organic solvents.