2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 15482430, compound

HRID 600125Notes

Reaction equation

HRID 600125 reaction equation
ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl.[CH2:15]([C:18]1[C:31]2[CH2:30][C:29]3[C:24](=[C:25]([CH2:41][CH2:42][CH3:43])[C:26]([CH2:38][CH2:39][CH3:40])=[C:27]([CH2:35][CH2:36][CH3:37])[C:28]=3[CH2:32][CH2:33][CH3:34])[CH2:23][C:22]=2[C:21]([CH2:44][CH2:45][CH3:46])=[C:20]([C:47]([O:49][CH3:50])=[O:48])[C:19]=1[C:51]([O:53][CH3:54])=[O:52])[CH2:16][CH3:17]>C1C=CC=CC=1>[CH2:15]([C:18]1[C:31]2[C:22](=[CH:23][C:24]3[C:29]([CH:30]=2)=[C:28]([CH2:32][CH2:33][CH3:34])[C:27]([CH2:35][CH2:36][CH3:37])=[C:26]([CH2:38][CH2:39][CH3:40])[C:25]=3[CH2:41][CH2:42][CH3:43])[C:21]([CH2:44][CH2:45][CH3:46])=[C:20]([C:47]([O:49][CH3:50])=[O:48])[C:19]=1[C:51]([O:53][CH3:54])=[O:52])[CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 11318820HCID 11318820, compound

Product 1

HCID 15482430HCID 15482430, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Dimethyl 1,4,5,6,7,8-hexapropyl-9,10-dihydroanthracene-2,3-dicarboxylate obtained in REFERENCE EXAMPLE 1 was used. 2,3-Dichloro-5,6-dicyanobenzo-quinone (0.729 g, 3.21 mmols) was added to a solution of dimethyl 1,4,5,6,7,8-hexapropyl-9,10-dihydroanthracene-2,3-dicarboxylate (1.554 g, 2.832 mmols) in benzene (25 ml). Subsequently, the mixture was refluxed for an hour. After filtration, the solvent in the mixture was removed in vacuum. Hexane was added to disintegrate into powders, whereby 1.393 g of the title compound was obtained as a white solid. The isolation yield was 90%.

Workup

  1. temperatureSubsequently, the mixture was refluxed for an hour
  2. filtrationAfter filtration
  3. customthe solvent in the mixture was removed in vacuum
  4. additionHexane was added

Sources & evidence

ORD record
ord-b91e017d8c3c4346a4dd0dd454ddfe5c
Source dataset
uspto-grants-2011_03
Patent number
US07901594B2

Reaction notes

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