2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 15262896, compound

HRID 1980810Notes

Reaction equation

HRID 1980810 reaction equation
[C:1]([C:3]1[C:4](=[O:17])[NH:5][C:6]2[CH2:7][CH2:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]=2[CH:12]=1)#[N:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([C:3]1[C:4](=[O:17])[NH:5][C:6]2[CH:7]=[CH:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]=2[CH:12]=1)#[N:2]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 20400737HCID 20400737, compound

Product 1

HCID 15262896HCID 15262896, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Add 11.1 gm of 2-cyano-5,6-dihydrobenzo[f]quinolin-3(4H)-one to 1500 ml of anhydrous 1,4-dioxane containing 33.0 gm of DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone). Heat the system at reflux for 16 hours. Filter the solution and isolate the title compound.

Workup

  1. temperatureHeat the system
  2. temperatureat reflux for 16 hours
  3. filtrationFilter the solution

Sources & evidence

ORD record
ord-c9dad027be0a47e78a1f110ea6628e1a
Source dataset
uspto-grants-1985_04
Patent number
US04511569

Reaction notes

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