Pentacene → Pentacene maleimide

HRID 1362776

Reaction equation

HRID 1362776 reaction equation
[CH:1]1[C:22]2[C:5](=[CH:6][C:7]3[C:20]([CH:21]=2)=[CH:19][C:18]2[C:9](=[CH:10][C:11]4[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[C:23]1(=[O:29])[NH:27][C:26](=[O:28])[CH:25]=[CH:24]1>C1C(Cl)=CC=C(Cl)C=1>[CH:4]1[C:5]2[C:22](=[CH:21][C:20]3[C:7]([CH:6]=2)=[CH:8][C:9]2[C:18](=[CH:17][C:16]4[C:11]([CH:10]=2)=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:19]=3)[CH:1]=[CH:2][CH:3]=1.[C:26]1(=[O:28])[NH:27][C:23](=[O:29])[CH:24]=[CH:25]1

Participants

4

Reactant 2

HCID 8671PentaceneHCID 10935Maleimide

Product 1

HCID 86643198Pentacene maleimide

Reagents, catalysts & solvents 1

HCID 46851,4-DichlorobenzeneSolvent

Conditions

Temperature
160 °C

Procedure

A suspension of pentacene (287 mg, 1 mmole) and maleimide (1 mmole) in 4 mL of dichlorobenzene is heated to 160° C. for 4 hours. The mixture is cooled to room temperature and the precipitate is filtered, washed with toluene and dried. Recrystallization from dichlorobenzene affords pure samples of pentacene-maleimide adduct as white needles.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. filtrationthe precipitate is filtered
  3. washwashed with toluene
  4. customdried
  5. customRecrystallization from dichlorobenzene

Sources & evidence

ORD record
ord-85a1356c52bd41e4b4121d9a7f96ffc1
Source dataset
uspto-grants-2011_02
Patent number
US07883685B1

Linked notes

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