4-Iodobenzoic acid → 4-Iodobenzoyl chloride

HRID 840476Notes

Reaction equation

HRID 840476 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>CN(C=O)C.C1(C)C=CC=CC=1>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 120854-Iodobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 743734-Iodobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

5 g (20 mmol) of 4-iodobenzoic acid, 30 ml of toluene and 5 drops of DMF were introduced into a round-bottomed flask. Heating was carried out to 40° C., 1.74 ml (24 mmol) of thionyl chloride was added and stirring was carried out for 30 minutes. Evaporation was carried out to dryness and 5.5 g (100%) of the crude acid chloride were recovered, which compound was employed as is in the continuation of the synthesis.

Workup

  1. temperatureHeating
  2. customwas carried out to 40° C.
  3. customEvaporation
  4. customwere recovered
  5. customas is in the continuation of the synthesis

Sources & evidence

ORD record
ord-5369d51126624bc597d3b26ef68ce27d
Source dataset
uspto-grants-2002_04
Patent number
US06368608B1

Reaction notes

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