p-Fluoronitrobenzene → HCID 23146838, compound

HRID 1715538Notes

Reaction equation

HRID 1715538 reaction equation
[O:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[N:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[NH2:27])[N:10]=2)=[CH:5][CH:4]=1)[CH3:2].F[C:29]1[CH:34]=[CH:33][C:32]([N+:35]([O-])=O)=[CH:31][CH:30]=1.C(O[K])(C)(C)C>CS(C)=O>[O:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[N:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[NH:27][C:29]3[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=3)[N:10]=2)=[CH:7][CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 22638477HCID 22638477, compoundHCID 178418922HCID 178418922, compound

Product 1

HCID 23146838HCID 23146838, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

While agitating 5.0 g (14.0 mmol) of 2,3-di(4-methoxylphenyl)-5-aminoquinoxaline, 2.4 g (17.0 mmol) of 4-fluoronitrobenzene and 120 ml of dimethylsulfoxide, 5.7 g (50.8 mmol) of t-butoxy potassium was gently added. After completion of the addition, the reaction container was purged with nitrogen, followed by agitation at room temperature for 8 hours. After completion of the reaction, 100 ml of water was added while cooling, and an organic phase was extracted by use of a chloroform solvent, followed by 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
  6. temperaturewhile cooling
  7. extractionan organic phase was extracted by use of a chloroform solvent
  8. concentrationfollowed by concentration
  9. customto obtain the intended product

Sources & evidence

ORD record
ord-6ea4f3f2f0624c688ca942751442f7e9
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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