N-bromobutanimide → 4-amino-7-bromo-2,3-dihydro-1H-isoindole-1,3-dione

HRID 20993

Reaction equation

HRID 20993 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].[Br:13]N1C(=O)CCC1=O>CO>[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([Br:13])=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 729141H-Isoindole-1,3(2H)-dione, 4-amino-

Product 1

HCID 684890894-amino-7-bromo-2,3-dihydro-1H-isoindole-1,3-dioneYield 74.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Aminophthalimide (2.00 g, 12.3 mmol) was dissolved in methanol (200 mL), and the solution was added with N-bromosuccinimide (2.19 g, 12.3 mmol), followed by stirring at room temperature for 50 minutes. The obtained solid was collected by filtration and washed with methanol to obtain 3-amino-6-bromophthalimide (2.21 g, yield 74%).

Workup

  1. filtrationThe obtained solid was collected by filtration
  2. washwashed with methanol

Sources & evidence

ORD record
ord-71a5479c3a334ee98e9d5b229fda0e3e
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Linked notes

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