Water → HCID 20472957, compound

HRID 2295961Notes

Reaction equation

HRID 2295961 reaction equation
[N+: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)([O-:3])=[O:2].[Br:15][C:16]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][C:27]=2[N+:33]([O-:35])=[O:34])=[CH:21][C:17]=1[C:18](Cl)=[O:19].O>CN(C)C=O>[Br:15][C:16]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][C:27]=2[N+:33]([O-:35])=[O:34])=[CH:21][C:17]=1[C:18]([N:10]1[C:11](=[O:12])[C:6]2=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:14][CH:13]=[C:7]2[C:8]1=[O:9])=[O:19]

Participants

5

Reactant 3

HCID 962WaterHCID 69694-NitrophthalimideHCID 204729632-Bromo-5-(4-bromo-2-nitrophenoxy)benzoyl chloride

Product 1

HCID 20472957HCID 20472957, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-potassium salt of 4-nitrophthalimide (0.025 mole) dissolved in dimethylformamide (50 ml) and 2-bromo-5-(2-nitro-4-bromophenoxy)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-bromo-5-(2-nitro-4-bromophenoxy)benzoyl]-4-nitrophthalimide.

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-aaabfb8a014b4e469e8983f03ad1c76f
Source dataset
uspto-grants-1984_01
Patent number
US04427441

Reaction notes

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