p-Toluenesulfonic acid → HCID 69457123, compound

HRID 1268885Notes

Reaction equation

HRID 1268885 reaction equation
[C:1]([CH2:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[I:8][C:9]1[CH:10]=[C:11]([CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:15]=1)[NH2:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[I:8][C:9]1[CH:10]=[C:11]([NH:12][C:1]([CH3:2])=[CH:4][C:5](=[O:7])[CH3:6])[CH:13]=[C:14]([C:16]([F:18])([F:19])[F:17])[CH:15]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 31261AcetylacetoneHCID 110770193-iodo-5-trifluoromethylaniline

Product 1

HCID 69457123HCID 69457123, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.38 g (13.8 mmol) Acetylacetone, 3.95 g (13.8 mmol) 3-iodo-5-trifluoromethyl-aniline, and 0.1 g (1.6 mmol) 4-toluenesulfonic acid are dissolved in 150 ml toluene. The reaction mixture is refluxed for 7 h with a Dean-Stark trap to remove water. After cooling down to room temperature, the suspension is filtered. The solid is purified by recrystallisation from ethanol.

Workup

  1. temperatureThe reaction mixture is refluxed for 7 h with a Dean-Stark trap
  2. customto remove water
  3. filtrationthe suspension is filtered
  4. customThe solid is purified by recrystallisation from ethanol

Sources & evidence

ORD record
ord-cad8137447a84a4683b05ce02dcc931a
Source dataset
uspto-grants-2007_04
Patent number
US07199136B2

Reaction notes

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