4-(Dimethylamino)benzoic acid → 4-(Dimethylamino)benzoyl chloride

HRID 1355630Notes

Reaction equation

HRID 1355630 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][CH:4]=1.S(Cl)([Cl:15])=O>C(Cl)Cl>[CH3:1][N:2]([CH3:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([Cl:15])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 120924-(Dimethylamino)benzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 44007824-(Dimethylamino)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(dimethylamino)benzoic acid and thionyl chloride in methylene chloride was refluxed 4 h. Volatile solvents were removed in vacuo to yield 1.10 g of 4-(dimethylamino)benzoyl chloride. This material was used in subsequent reactions without purification.

Workup

  1. customVolatile solvents were removed in vacuo

Sources & evidence

ORD record
ord-2d7ba0b843dd44f5b6a86de55443e51c
Source dataset
uspto-grants-2003_07
Patent number
US06586459B2

Reaction notes

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