Water → HCID 86632552, compound

HRID 251974Notes

Reaction equation

HRID 251974 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[CH:14]=[O:15].[Br:16]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:16][C:12]1[CH:11]=[C:10]([CH:14]=[O:15])[N:9]([C:3]2[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 57780058HCID 57780058, compound

Product 1

HCID 86632552HCID 86632552, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 ml of N,N-dimethylformamide was dissolved 0.65 g of 1-(2,6-dichlorophenyl)-1H-pyrrole-2-carbaldehyde, and then 0.53 g of N-bromosuccinimide was added thereto. The mixture was stirred at room temperature for 1 hour. Water was poured into the reaction mixture, a deposited precipitate was collected by filtration to obtain 0.85 g of 4-bromo-1-(2,6-dichlorophenyl)-1H-pyrrole-2-carbaldehyde of the formula:

Workup

  1. filtrationa deposited precipitate was collected by filtration

Sources & evidence

ORD record
ord-833c20d2dcc14ffc9cf4e67701b05a86
Source dataset
uspto-grants-2011_01
Patent number
US07867949B2

Reaction notes

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