Diclazuril, R-64433, Clinacox

地克珠利Chemical Name: (?-2-(4-Chlorophenyl)-2-[2,6-dichloro-4-[4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl]phenyl]acetonitrile
CAS No. 101831-37-2
项目整合开发状态: Phase III
项目研究机构: Janssen (Originator)
合成路线:Condensation of 3,4,5-trichloro nitrobenzene (I) with 4-chlorobenzeneacetonitrile (II) by means of NaOH and N,N,N-triethylbenzylammonium chloride in THF yields substituted nitrobenzeneacetonitrile (III),which is subjected to hydrogenation over Pt/C in MeOH in the presence of thiophene to provide aniline (IV).Treatment of (IV) with HCl,HOAc and NaNO2,followed by reaction with ethyl N-(2-cyanoacetyl) carbamate (V) in AcOEt,furnishes ethyl carbamate derivative (VI),which is then subjected to cyclization by means of KOAc in refluxing HOAc to yield perhydro-3,5-dioxo-1,2,4-triazine derivative (VII).Hydrolysis of the nitrile moiety of (VII) by treatment with HCl in refluxing HOAc gives carboxylic acid (VIII),which is finally decarboxylated by heating in 2-mercaptoacetic acid to provide the desired product.