Water → 4-bromo-1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde

HRID 251977Notes

Reaction equation

HRID 251977 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:15])[C:7]=1[N:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=[O:14].[Br:16]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:16][C:11]1[CH:10]=[C:9]([CH:13]=[O:14])[N:8]([C:7]2[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=2[Cl:15])[CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 866325531-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde

Product 1

HCID 866325544-bromo-1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehydeYield 102.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2.14 g of 1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde in 10 ml of N,N-dimethylformamide was added 1.7 g of N-bromosuccinimide. The mixture was stirred at room temperature for 2 hours. Water was poured into the reaction mixture, and a deposited precipitate was collected by filtration to obtain 2.9 g of 4-bromo-1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde of the formula:

Workup

  1. filtrationa deposited precipitate was collected by filtration

Sources & evidence

ORD record
ord-1ea79153d009441dbcd322d1e4093d2d
Source dataset
uspto-grants-2011_01
Patent number
US07867949B2

Reaction notes

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