Oxalyl chloride → 2-(Dimethylamino)benzoyl chloride

HRID 1455484

Reaction equation

HRID 1455484 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][N:8]([C:10]1C=[CH:17][CH:16]=[CH:15][C:11]=1C(O)=O)[CH3:9]>C(Cl)Cl>[CH3:7][N:8]([C:10]1[CH:11]=[CH:15][CH:16]=[CH:17][C:1]=1[C:2]([Cl:4])=[O:3])[CH3:9]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 691182-(Dimethylamino)benzoic acid

Product 1

HCID 221579792-(Dimethylamino)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (371 g) was added to a suspension prepared by adding 3.6 L of dry methylene chloride to 358 g of N,N-dimethylaminobenzoic acid. A vessel containing the resultant solution was dipped in an oil bath, and the solution was stirred for 2.5 hr while controlling the internal temperature at about 40° C. The solvent was removed by evaporation under the reduced pressure, and the residue was vacuum dried to give a crude product of N,N-dimethylaminobenzoic acid chloride.

Workup

  1. customprepared
  2. customwas dipped in an oil bath
  3. customat about 40° C
  4. customThe solvent was removed by evaporation under the reduced pressure
  5. customdried

Sources & evidence

ORD record
ord-73da8b3be27e4177b09ff45f1a7f48fa
Source dataset
uspto-grants-2009_01
Patent number
US07482445B2

Linked notes

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