Ethyl Acetate → HCID 22724181, compound

HRID 2230943Notes

Reaction equation

HRID 2230943 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Cl[C:12]1[N:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CS(C)=O.O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:12]1[N:17]=[CH:16][CH:15]=[CH:14][N:13]=1)([O-:3])=[O:2]

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 111373-NitrophenolHCID 11430Potassium CarbonateHCID 744042-Chloropyrimidine

Product 1

HCID 22724181HCID 22724181, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 3-nitrophenol (6.85 g), 2-chloropyrimidine (5.13 g) and potassium carbonate (6.81 g) in dimethylsulfoxide (50 ml) was heated at 150° C. for 30 minutes. The mixture was cooled and poured into a mixture of ethyl acetate and water. The organic phase was washed with brine, dried over magnesium sulfate and concentrated. The resulting solid was collected and washed with isopropyl ether to give 2-(3-nitrophenoxy)pyrimidine (7.41 g).

Workup

  1. temperatureThe mixture was cooled
  2. washThe organic phase was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe resulting solid was collected
  6. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-5d7cc0e288ff4581be16eaf8be55fa39
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

Loading…