Water → HCID 20472970, compound

HRID 2295962Notes

Reaction equation

HRID 2295962 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[NH:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)[CH2:2][CH3:3].[N+:15]([C:18]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][C:29]=2[Br:35])=[CH:23][C:19]=1[C:20](Cl)=[O:21])([O-:17])=[O:16].O>CN(C)C=O>[N+:15]([C:18]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][C:29]=2[Br:35])=[CH:23][C:19]=1[C:20]([N:10]1[C:11](=[O:12])[C:6]2=[CH:5][C:4]([CH2:1][CH2:2][CH3:3])=[CH:14][CH:13]=[C:7]2[C:8]1=[O:9])=[O:21])([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 19709913HCID 19709913, compoundHCID 204729565-(2,4-Dibromophenoxy)-2-nitrobenzoyl chloride

Product 1

HCID 20472970HCID 20472970, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-potassium salt of 4-propylphthalimide (0.025 mole) dissolved in dimethylformamide (50 ml) and 2-nitro-5-(2,4-dibromophenoxy)benzoyl chloride (0.025 mole) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture is stirred at room temperature for a period of about 8 hours. After this time the mixture is poured into water (150 ml) and is extracted twice with toluene. The toluene extracts are combined and stripped of solvent leaving a solid residue. This residue is recrystallized to yield the desired product N-[2-nitro-5-(2,4-dibromophenoxy)benzoyl]-4-propylphthalimide.

Workup

  1. customequipped with a mechanical stirrer
  2. extractionis extracted twice with toluene
  3. customleaving a solid residue
  4. customThis residue is recrystallized

Sources & evidence

ORD record
ord-adbba18613da4f8b9ef9be8f9d038966
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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