2-Iodobenzoic acid → 2-Iodobenzoyl chloride

HRID 1276784Notes

Reaction equation

HRID 1276784 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:14])=O>CN(C=O)C.C(Cl)Cl>[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:14])=[O:5]

Participants

5

Reactant 2

HCID 69412-Iodobenzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 691122-Iodobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Iodobenzoic acid (65.92 g, 0.266 mol), oxalyl chloride (40.5 g, 0.319 mol) , CH2Cl2 (200 mL) and DMF (10 drops) were stirred at RT overnight. The reaction solution was concentrated, toluene was added and the solution concentrated to afford the crude 2-iodobenzoyl chloride.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additiontoluene was added
  3. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-a3c3627ccc2f407bb82c796b8b236038
Source dataset
uspto-grants-2000_12
Patent number
US06166057

Reaction notes

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