Quinoline-2,4(1H,3H)-dione → HCID 69378860, compound

HRID 1181628Notes

Reaction equation

HRID 1181628 reaction equation
[C:1]1(=[C:11]2C3C(=CC=CC=3)C(=N)[NH:12]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=N)[NH:2]1.[NH:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](=[O:31])[CH2:23][C:22]1=[O:32]>CN1C(=O)CCC1.C(O)(=O)C>[O:32]=[C:22]1[C:23](=[C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1](=[C:11]3[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[C:3](=[C:23]4[C:24](=[O:31])[C:25]5[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=5)[NH:21][C:22]4=[O:32])[NH:12]3)[NH:2]2)[C:24](=[O:31])[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[NH:21]1

Participants

5

Reactant 2

HCID 3677260Quinoline-2,4(1H,3H)-dioneHCID 178508319HCID 178508319, compound

Product 1

HCID 69378860HCID 69378860, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

5.0 g of [1,1′]biisoindolylidene-3,3′-diimine and 14.9 g of 1H-quinoline-2,4-dione are stirred in a mixture of 90 ml of NMP and 10 ml of glacial acetic acid at reflux for 6 hours. After cooling to room temperature the suspension is filtered and the filter product is washed with ethanol and then water and dried at 60° C. This gives 6.2 g (59%) of a virtually black powder of a compound of the following formula

Workup

  1. temperatureat reflux for 6 hours
  2. filtrationis filtered
  3. washthe filter product is washed with ethanol
  4. dry with materialwater and dried at 60° C

Sources & evidence

ORD record
ord-eaf6f6961cac46159562eab0a48a9539
Source dataset
uspto-grants-2007_10
Patent number
US07285663B2

Reaction notes

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