4-Nitrophenol → HCID 18919687, compound

HRID 1290886Notes

Reaction equation

HRID 1290886 reaction equation
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:14](Cl)=[O:15])[C:5]1=[O:17])([CH3:3])[CH3:2].[CH:18]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[C:20]([OH:27])[CH:19]=1>C1(C)C=CC=CC=1>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:14]([O:27][C:20]2[CH:19]=[CH:18][C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=2)=[O:15])[C:5]1=[O:17])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 9804-NitrophenolHCID 154686831-Isopropyl-2-oxo-1,2-dihydro-3-quinolinecarbonyl chloride

Product 1

HCID 18919687HCID 18919687, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1.0 g of l-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarbonyl chloride in 30 ml of toluene was added 0.55 g of p-nitrophenol. The mixture was stirred overnight at room temperature. After solvent was distilled off, the residue was extracted with ether. The solvent was again distilled off. The resulting solid was washed with a small quantity of cold ether to give 0.56 g of 4-nitrophenyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate.

Workup

  1. distillationAfter solvent was distilled off
  2. extractionthe residue was extracted with ether
  3. distillationThe solvent was again distilled off
  4. washThe resulting solid was washed with a small quantity of cold ether

Sources & evidence

ORD record
ord-8b045b012f08440cabf91ada4308176e
Source dataset
uspto-grants-1998_05
Patent number
US05753673

Reaction notes

Loading…