2-Iodobenzoic acid → 2-Iodobenzoyl chloride

HRID 356416Notes

Reaction equation

HRID 356416 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-879dd7997a9547fba3e49395474827cf
Source dataset
uspto-grants-1998_11
Patent number
US05834447

Reaction notes

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