Thionyl Chloride → 3,5-Dichloro-2-iodobenzoyl chloride

HRID 390139Notes

Reaction equation

HRID 390139 reaction equation
[Cl:1][C:2]1[C:3]([I:12])=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5](O)=[O:6].O=S(Cl)[Cl:15]>>[Cl:1][C:2]1[C:3]([I:12])=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([Cl:15])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 38432983,5-dichloro-2-iodo-benzoic Acid

Product 1

HCID 141743723,5-Dichloro-2-iodobenzoyl chlorideYield 98%

Procedure

A mixture of 3,5-dichloro-2-iodo-benzoic acid (9.0 g, 28 mmol) and SOCl2 (100 mL) was heated to reflux overnight. The solvent was removed to give crude 3,5-dichloro-2-iodobenzoyl chloride (9.4 g, 98%). 1H NMR (CDCl3): 7.64 (m, 2H).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-34340bce77d843f0b9c306c31f6a474b
Source dataset
uspto-grants-2013_02
Patent number
US08383629B2

Reaction notes

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