2-Aminophenol → 3-Phenyl-1H-pyrrole-2,5-dione

HRID 324678Notes

Reaction equation

HRID 324678 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=O)[CH:3]=[CH:2]1.N[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1O.C1(C)C(C)=CC=CC=1.C1C2C(=CC=CC=2)C=C[N:25]=1>O>[C:9]1([C:3]2[C:4]([NH:25][C:1](=[O:7])[CH:2]=2)=[O:6])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 58012-AminophenolHCID 7237O-XyleneHCID 7923Maleic AnhydrideHCID 8405Isoquinoline

Product 1

HCID 125852973-Phenyl-1H-pyrrole-2,5-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

Maleic anhydride polymer (product of Polyscience Co.) and aminophenol were put respectively in amounts of 5 g together with 100 mL of xylene into a 3-neck round flask into which nitrogen had been filled. Then an agitation was carried out for 30 minutes at the room temperature. Then 2.9 g of isoquinoline was put, and the temperature was raised slowly up to 150 degrees C., so that a reaction would occur. Thus the reaction was carried out for 3 hours while the formed water was slowly discharged. Then the reaction was terminated, and the temperature was lowered to the room temperature. Then the solution was put into 500 mL of methanol to capture the precipitate. Then the precipitate was filtered, and was vacuum-dried at 100 degrees C., thereby obtaining polyhydroxy phenylmaleimide.

Workup

  1. additionhad been filled
  2. custom, so that a reaction
  3. customThen the reaction was terminated
  4. customwas lowered to the room temperature
  5. filtrationThen the precipitate was filtered
  6. customwas vacuum-dried at 100 degrees C

Sources & evidence

ORD record
ord-be6d72fac7e248a498bbf8bdc064d9d9
Source dataset
uspto-grants-2001_04
Patent number
US06218501B1

Reaction notes

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