p-Fluoronitrobenzene → HCID 59467406, compound

HRID 1717225Notes

Reaction equation

HRID 1717225 reaction equation
[C:1]1([C:7]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[NH2:23])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F[C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=1.CC(C)([O-])C.[K+]>CS(C)=O>[C:1]1([C:7]2[C:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[N:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[NH:23][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 117793842,3-Diphenyl-5-aminoquinoxalineHCID 23665647Potassium tert-butoxide

Product 1

HCID 59467406HCID 59467406, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

While agitating 4.0 g (13.4 mmol) of 2,3-diphenyl-5-aminoquinoxaline, 2.1 g (14.9 mmol) of 4-fluoronitrobenzene and 100 ml of dimethylsulfoxide, 5.0 g (44.6 mmol) of potassium t-butoxide was gently added thereto. After completion of the addition, the reaction container was purged with nitrogen, followed by agitation at room temperature for 24 hours. After completion of the reaction, 100 ml of water was added to the container while cooling, and an organic phase was extracted with a chloroform solvent, followed by evaporation of the solvent for concentration to obtain the intended product.

Workup

  1. additionwas gently added
  2. additionAfter completion of the addition
  3. customthe reaction container was purged with nitrogen
  4. customAfter completion of the reaction, 100 ml of water
  5. additionwas added to the container
  6. temperaturewhile cooling
  7. extractionan organic phase was extracted with a chloroform solvent
  8. customfollowed by evaporation of the solvent for concentration
  9. customto obtain the intended product

Sources & evidence

ORD record
ord-265bd4c53bb747d5ad3bc3e049a61a03
Source dataset
uspto-grants-2010_09
Patent number
US07803898B2

Reaction notes

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