4-Iodobenzoic acid → 4-Iodobenzoyl chloride

HRID 2294962Notes

Reaction equation

HRID 2294962 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 120854-Iodobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 743734-Iodobenzoyl chloride

Procedure

A mixture of 4-iodobenzoic acid (5 g) and thionyl chloride (30 ml) was heated at 70°-80° C. for 2 hours. The reaction mixture was cooled, the thionyl chloride evaporated and the resulting oil was azeotroped with toluene to give 4-iodobenzoyl chloride (5.38 g) as a solid which was used without further purification.

Workup

  1. temperaturewas heated at 70°-80° C. for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. customthe thionyl chloride evaporated
  4. customthe resulting oil was azeotroped with toluene

Sources & evidence

ORD record
ord-95c099e82cae44c19925ba295683459e
Source dataset
uspto-grants-1997_11
Patent number
US05691349

Reaction notes

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