N,N-Dimethylaniline → HCID 13588334, compound

HRID 280263Notes

Reaction equation

HRID 280263 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([OH:10])=O)=[C:6]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:5]([N+:19]([O-:21])=[O:20])=[CH:4][CH:3]=1.CN(C)C1C=CC=CC=1.P(Cl)(Cl)(Cl)=O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:7]2[C:8](=[O:10])[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH3:18])[CH:16]=3)[NH:11][C:6]=2[C:5]([N+:19]([O-:21])=[O:20])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 13588349HCID 13588349, compound

Product 1

HCID 13588334HCID 13588334, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 10.2 g of the above carboxylic acid in 135 ml of chloroform containing 0.4 ml of N,N-dimethylaniline and 20.0 ml of phosphorus oxychloride was heated at reflux for three hours, cooled, and reddish-orange crystals of the title compound, mp 239-241° C., were collected.

Workup

  1. temperatureat reflux for three hours
  2. temperaturecooled
  3. customreddish-orange crystals of the title compound, mp 239-241° C., were collected

Sources & evidence

ORD record
ord-970029655be047a88908080b7db7f84f
Source dataset
uspto-grants-1986_05
Patent number
US04588730

Reaction notes

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