4-Hydroxyphthalic acid → 5-Hydroxy-2-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl} isoindole-1,3-dione

HRID 1950296Notes

Reaction equation

HRID 1950296 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[C:7]([NH2:9])[CH:8]=1.[OH:20][C:21]1[CH:22]=[C:23]([C:30](O)=[O:31])[C:24](=[CH:28][CH:29]=1)[C:25](O)=[O:26]>>[OH:20][C:21]1[CH:22]=[C:23]2[C:24](=[CH:28][CH:29]=1)[C:25](=[O:26])[N:9]([C:7]1[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=1[CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)[C:30]2=[O:31]

Participants

3

Reactant 2

HCID 118814-Hydroxyphthalic acidHCID 112190855-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenylamine

Product 1

HCID 230870655-Hydroxy-2-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl} isoindole-1,3-dioneYield 110.6%

Procedure

Synthesized from 5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenylamine (1.5 g) and 4-hydroxyphthalic acid (1.6 g) according to an analogous synthetic method to Preparation Example 112, the title compound (2.6 g) was obtained.

Workup

  1. customaccording to an analogous synthetic method to Preparation Example 112

Sources & evidence

ORD record
ord-da4585d9e5d44498a1a7bfb356ca66e8
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…