Dimethylformamide → 4,5-Dibromofuran-2-carbonyl chloride

HRID 271511Notes

Reaction equation

HRID 271511 reaction equation
[C:1]([Cl:6])(=[O:5])[C:2](Cl)=[O:3].[Br:7][C:8]1[CH:9]=C(C(O)=O)O[C:12]=1[Br:13].CN(C)C=O>ClCCl>[Br:7][C:8]1[CH:9]=[C:2]([C:1]([Cl:6])=[O:5])[O:3][C:12]=1[Br:13]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 41948324,5-Dibromofuran-2-carboxylic acid

Product 1

HCID 148737404,5-Dibromofuran-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (10.4 ml, 0.12 mol) was added to a suspension of 4,5-dibromo-2-furoic acid (27 g, 0.1 mol) in dichloromethane (300 ml) containing dimethylformamide (0.1 ml). The mixture was stirred at room temperature for 4 h and then concentrated in vacuo. The residue was re-dissolved in dichloromethane and concentrated in vacuo; this was repeated to give the title compound which was used directly in the following step.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was re-dissolved in dichloromethane
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2a716b2ba8364d8aad3a5c07ad8fd13a
Source dataset
uspto-grants-2008_11
Patent number
US07452906B2

Reaction notes

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