Thionyl Chloride → 3-Benzamidobenzoyl chloride

HRID 2371001Notes

Reaction equation

HRID 2371001 reaction equation
[C:1]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](O)=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>C1(C)C=CC=CC=1>[C:1]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([Cl:21])=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 2566173-(benzoylamino)benzoic acid

Product 1

HCID 184700593-Benzamidobenzoyl chlorideYield 95%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 1.5 g of 3-(benzoylamino)benzoic acid in 10 ml of toluene, 2 ml of thionyl chloride was added, and the mixture was stirred under reflux conditions for 2 hours. After the mixture was returned to room temperature, the solvent was distilled off under reduced pressure to give 1.53 g (yield 95%) of the title compound as a white solid.

Workup

  1. additionwas added
  2. customwas returned to room temperature
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-fa780a48e6f14259a8576638ebde8dc8
Source dataset
uspto-grants-2014_04
Patent number
US08710234B2

Reaction notes

Loading…