Nizofenone fumarate, Y-9179, Ekonal
尼唑苯酮Chemical Name: 1-[2-(2-Chlorobenzoyl)-4-nitrophenyl]-2-(diethylaminomethyl)imidazole fumarate; (2-Chlorophenyl)[2-[2-[(diethylamino)methyl]-1H-imidazol-1-yl]-5-nitrophenyl]methanone fumarate; 2'-Chloro-3-[2-[(diethylamino)methyl]imidazol-1-yl]-5-nitrobenzophenone fumarate
CAS No. 54533-85-6 (free base)
项目整合开发状态: Launched-1988
项目研究机构: Mitsubishi Pharma (Originator)
合成路线:Compound can be prepared in two different ways:1) The Sandmeyer reaction of 2-amino-5-nitro-2'-chlorobenzophenone (I) with HCl,NaNO2 and CuCl gives 2,2'-dichloro-5-nitrobenzophenone (II),which is condensed with 2-diethylaminomethylimidazole (III) by means of NaH in DMF to afford the free base of Y-9179 (IV).Finally,this compound is treated with fumaric acid (B).2) The treatment of 1-[2-(2-chlorobenzoyl)-4-nitrophenyl]-2-hydroxymethyl-imidazole (V) with SOCl2 gives the corresponding 2-chloromethyl derivative (VI),which is then treated with diethylamine (A) and Na2CO3 in benzene-DMF at 60 C.
📌 参考资料/链接：
参考文献标题:1-[2-(2-Chlorobenzoyl)-4-nitrophenyl]-2-(diethylaminomethyl)imidazole
文献作者:Nakanishi,M.; et al.(Welfide Corporation)
参考来源:US 3915981
📄 详细内容
合成路线:Compound can be prepared in two different ways:1) The Sandmeyer reaction of 2-amino-5-nitro-2'-chlorobenzophenone (I) with HCl,NaNO2 and CuCl gives 2,2'-dichloro-5-nitrobenzophenone (II),which is condensed with 2-diethylaminomethylimidazole (III) by means of NaH in DMF to afford the free base of Y-9179 (IV).Finally,this compound is treated with fumaric acid (B).2) The treatment of 1-[2-(2-chlorobenzoyl)-4-nitrophenyl]-2-hydroxymethyl-imidazole (V) with SOCl2 gives the corresponding 2-chloromethyl derivative (VI),which is then treated with diethylamine (A) and Na2CO3 in benzene-DMF at 60 C.
参考文献标题:Y-9179
文献作者:Roberts,P.J.; Castar,J.
参考来源:Drugs Fut 1979,4(2),148
产品链接: CAS No. 54533-85-6››