2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 659725, compound

HRID 895506Notes

Reaction equation

HRID 895506 reaction equation
[CH2:1]([C@@H:8]1[NH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1(C)C=CC=CC=1>[CH2:1]([C:8]1[C:9](=[O:18])[NH:10][C:11]2[C:16]([N:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 39100030HCID 39100030, compound

Product 1

HCID 659725HCID 659725, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To (3S)-3-benzyl-3,4-dihydro-2(1H)-quinoxalinone (19) (4.66 g, 19.6 mmol) as a suspension in toluene (200 mL) was added DDQ (4.45 g, 1 equiv.) and the mixture stirred at room temperature overnight. The grey solid was collected by filtration and crystallized from ethanol/ water to afford the required compound (I10) (3.02 g, 65%).

Workup

  1. filtrationThe grey solid was collected by filtration
  2. customcrystallized from ethanol/ water

Sources & evidence

ORD record
ord-296b3e0bce1b4941ae188ef26b0c1d88
Source dataset
uspto-grants-2005_07
Patent number
US06916805B2

Reaction notes

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