N,5-bis(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinamine; N-(2,4-dichlorophenyl)-N-[5-(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinyl]amine -Drug Synthesis Database

【结构式】

【分子编号】48840

【品名】N,5-bis(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinamine; N-(2,4-dichlorophenyl)-N-[5-(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinyl]amine

【CA登记号】

【分子式】C₂₄H₁₆Cl₄N₄

【分子量】502.2288

【元素组成】C 57.4% H 3.21% Cl 28.24% N 11.16%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

Hydrogenation of 1-anilino-2-nitrobenzene derivative (I) over Pd/C affords the corresponding diphenylamine (II), which is oxidatively condensed by means of FeCl3 and HCl or AcOH in EtOH to form the iminophenazine derivative (III). Finally, the target compound can be obtained by reaction of (III) with substituted amine (IV) in refluxing dioxane.

参考文献中间体

合成目标

【1】 Medlen, C.E.; Anderson, R.; Huygens, F. (University of Pretoria); Use of riminophenazines as antimicrobial and antimalarial agents. WO 9745120 .
【2】 Anderson, R.; Medlen, C.E.; O'Sullivan, J.F. (Adcock Ingram Ltd.; University of Pretoria); Use of riminophenzine for treating MDR resistance. EP 0676201; US 5763443 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	48838	2,4-dichloro-N-(2-nitrophenyl)aniline; N-(2,4-dichlorophenyl)-N-(2-nitrophenyl)amine		C₁₂H₈Cl₂N₂O₂	详情	详情
(II)	48839	N-(2-aminophenyl)-N-(2,4-dichlorophenyl)amine; N(1)-(2,4-dichlorophenyl)-1,2-benzenediamine		C₁₂H₁₀Cl₂N₂	详情	详情
(III)	48840	N,5-bis(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinamine; N-(2,4-dichlorophenyl)-N-[5-(2,4-dichlorophenyl)-3-imino-3,5,10,10a-tetrahydro-2-phenazinyl]amine		C₂₄H₁₆Cl₄N₄	详情	详情
(IV)	25596	2,2,6,6-tetramethyl-4-piperidinamine	36768-62-4	C₉H₂₀N₂	详情	详情

Extended Information