2-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1H-isoindole-1,3(2H)-dione → 2-{2-(2,4-Dichlorophenyl)-1-[(dimethylamino)methylene]-2-oxoethyl}isoindoline 1,3-dione

HRID 31765Notes

Reaction equation

HRID 31765 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:22])[CH2:10][N:11]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:21]>CN(C(OC)OC)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:22])[C:10]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:21])=[CH:10][N:11]([CH3:19])[CH3:12]

Participants

3

Reactant 1

HCID 7367782-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 540183712-{2-(2,4-Dichlorophenyl)-1-[(dimethylamino)methylene]-2-oxoethyl}isoindoline 1,3-dione

Reagents, catalysts & solvents 1

HCID 78373Dimethylformamide dimethyl acetalSolvent

Procedure

1 mmol of 2-[2-(2,4-dichlorophenyl)-2-oxoethyl]isoindoline-1,3-dione was heated to 80° C. in neat N,N-dimethylformamidedimethyl acetal for six hours. The reaction mixture was concentrated in vacuo and purified by trituration with diethyl ether to obtain 2-{2-(2,4-dichlorophenyl)-1-[(dimethylamino)methylene]-2-oxoethyl}-isoindoline-1,3-dione.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by trituration with diethyl ether

Sources & evidence

ORD record
ord-8aed9a95174a49aea90873bf4c007be7
Source dataset
uspto-grants-2008_09
Patent number
US07425557B2

Reaction notes

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