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

HRID 2423866Notes

Reaction equation

HRID 2423866 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-268b57d8ad304f53b6fc489248defb46
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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