2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 20077445, compound

HRID 1655028Notes

Reaction equation

HRID 1655028 reaction equation
[C:1]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:15][CH3:16])[CH:12]=2)[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:6]1)([O:3][CH3:4])=[O:2].C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1C=CC=CC=1>[C:1]([C:5]1[N:6]=[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH3:16])=[CH:10][CH:9]=2)([O:3][CH3:4])=[O:2]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 12248098HCID 12248098, compound

Product 1

HCID 20077445HCID 20077445, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3-carbomethoxy-6-methoxy-1-phenyl-3,4-dihydro-isoquinoline (257 mg) and DDQ (217 mg) in benzene (35 mL) was heated at reflux for 1 hr. the mixture was cooled to r.t., filtered through celite washing with toluene and the filtrate was concentrated. Flash chromatography of the residue (silica gel; toluene/EtOAc (85:15)) provided the title compound as a solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hr
  3. filtrationfiltered
  4. washthrough celite washing with toluene
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-14e6dc37413a4f6392c74d54bb3f68b8
Source dataset
uspto-grants-1995_04
Patent number
US05410054

Reaction notes

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