Thionyl Chloride → 2,6-Dichloro-4-iodobenzoyl chloride

HRID 449917Notes

Reaction equation

HRID 449917 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4](O)=[O:5].O=S(Cl)[Cl:15]>>[Cl:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4]([Cl:15])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 513418772,6-Dichloro-4-iodobenzoic acid

Product 1

HCID 866489582,6-Dichloro-4-iodobenzoyl chlorideYield 100%

Procedure

A solution of 2,6-dichloro-4-iodobenzoic acid (65 mg, 0.21 mmol) in SOCl2 (3 mL) was heated to reflux under nitrogen atmosphere overnight and then cooled to room temperature. The reaction was conentrated under reduced pressure to afford 2,6-dichloro-4-iodobenzoyl chloride (70 mg, 100% yield).

Workup

  1. temperatureto reflux under nitrogen atmosphere overnight

Sources & evidence

ORD record
ord-4d56422000ae457ca41ed97b75cb9c61
Source dataset
uspto-grants-2013_07
Patent number
US08486950B2

Reaction notes

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