1,2-bis(2,6-dichloro-4-methoxyphenyl)-1,2-ethanediamine; 2-amino-1,2-bis(2,6-dichloro-4-methoxyphenyl)ethylamine -Drug Synthesis Database

【结构式】

【分子编号】22072

【品名】1,2-bis(2,6-dichloro-4-methoxyphenyl)-1,2-ethanediamine; 2-amino-1,2-bis(2,6-dichloro-4-methoxyphenyl)ethylamine

【CA登记号】

【分子式】C₁₆H₁₆Cl₄N₂O₂

【分子量】410.12612

【元素组成】C 46.86% H 3.93% Cl 34.58% N 6.83% O 7.8%

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：(VIII)

meso-1,2-Bis(2,6-dichloro-4-hydroxyphenyl)ethylenediamine (I) is svnthesized by [3.3]sigmatropic diaza-Cope rearrangement according to the method of Vögtle and Goldschmitt by reaction of meso-1,2-bis(2-hydroxyphenyl)ethylenediamine (IV) with 2,6-dichloro-4methoxybenzaldehyde (V) at temperature below 120 C via the corresponding aldimine (VI) and subsequent ether cleavage with boron tribromide.

参考文献中间体

合成目标

【1】 Vogtle, F.; Goldschmidt, E.; Chem Ber 1976, 109, 1.
【2】 Lux, F.; Hilgard, P.; Respondek, J.M.; Karl, J.; Engel, J.; Schonenberger, H.; Schumacher, W.; D-19384. Drugs Fut 1988, 13, 3, 215.

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)	22066	3,5-dichloro-4-[1,2-diamino-2-(2,6-dichloro-4-hydroxyphenyl)ethyl]phenol		C₁₄H₁₂Cl₄N₂O₂	详情	详情
(IV)	22068	2-[1,2-diamino-2-(2-hydroxyphenyl)ethyl]phenol		C₁₄H₁₆N₂O₂	详情	详情
(V)	22069	2,6-dichloro-4-methoxybenzaldehyde		C₈H₆Cl₂O₂	详情	详情
(VI)	22070	2-[[(1,2-bis(2,6-dichloro-4-methoxyphenyl)-2-[[(E)-(2-hydroxyphenyl)methylidene]amino]ethyl)imino]methyl]phenol		C₃₀H₂₄Cl₄N₂O₄	详情	详情
(VII)	22071	2-[1,2-bis[[(E)-(2,6-dichloro-4-methoxyphenyl)methylidene]amino]-2-(2-hydroxyphenyl)ethyl]phenol		C₃₀H₂₄Cl₄N₂O₄	详情	详情
(VIII)	22072	1,2-bis(2,6-dichloro-4-methoxyphenyl)-1,2-ethanediamine; 2-amino-1,2-bis(2,6-dichloro-4-methoxyphenyl)ethylamine		C₁₆H₁₆Cl₄N₂O₂	详情	详情
(IX)	21351	2-Hydroxybenzaldehyde;Salicylic aldehyde；2-Formylphenol;salicylaldehyde	90-02-8	C₇H₆O₂	详情	详情

Extended Information