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

HRID 1434108Notes

Reaction equation

HRID 1434108 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-203d3884768e47e1935e52fc39d5730f
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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