2,3-Dichlorobenzoic acid → 2,3-Dichlorobenzoyl chloride

HRID 745909Notes

Reaction equation

HRID 745909 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:14])=O>>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:14])=[O:5]

Participants

3

Reactant 2

HCID 57652,3-Dichlorobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 179442,3-Dichlorobenzoyl chloride

Procedure

A mixture of 2,3-dichlorobenzoic acid (39.4 g 0.2M) and thionyl chloride (100 mls) was heated to reflux for 21/2 hours. The cooled solution was evaporated down in vacuo and distilled under nitrogen. Yield 35.5 g (85%), b.p. 146°-148° C. at 31 mm of mercury pressure.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 21/2 hours
  3. customThe cooled solution was evaporated down in vacuo
  4. distillationdistilled under nitrogen

Sources & evidence

ORD record
ord-eb506211b9ce43d1bc115fa09ba26ed8
Source dataset
uspto-grants-1986_07
Patent number
US04602017

Reaction notes

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