2-Iodobenzoic acid → 2-Iodobenzoyl chloride

HRID 378079Notes

Reaction equation

HRID 378079 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-c5b3207754b94cc09424c47aab28f143
Source dataset
uspto-grants-2000_02
Patent number
US06028101

Reaction notes

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