Dimethylbarbituric acid → HCID 178481373, compound

HRID 1181626Notes

Reaction equation

HRID 1181626 reaction equation
[C:1]1(=[C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=N)[NH:12]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=N)[NH:2]1.[CH3:21][N:22]1[C:29](=[O:30])[CH2:28][C:26](=[O:27])[N:25]([CH3:31])[C:23]1=[O:24]>CN1C(=O)CCC1.C(O)(=O)C>[CH3:31][N:25]1[C:26](=[O:27])[C:28](=[C:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:11](=[C:1]3[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[C:3](=[C:28]4[C:29](=[O:30])[N:22]([CH3:21])[C:23](=[O:24])[N:25]([CH3:31])[C:26]4=[O:27])[NH:2]3)[NH:12]2)[C:29](=[O:30])[N:22]([CH3:21])[C:23]1=[O:24]

Participants

5

Reactant 2

HCID 69860Dimethylbarbituric acidHCID 178508319HCID 178508319, compound

Product 1

HCID 178481373HCID 178481373, compound

Reagents, catalysts & solvents 2

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

Procedure

10 g of [1,1′]biisoindolylidene-3,3′-diimine and 18.1 g of 1,3-dimethyl-barbituric acid are stirred in a mixture of 160 ml of NMP and 40 ml of glacial acetic acid at reflux for 5 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 14.5 g (70%) of a virtually black powder of a compound of the following formula

Workup

  1. temperatureat reflux for 5 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-ec1fdbaf6805485ea3052476abbb93a3
Source dataset
uspto-grants-2007_10
Patent number
US07285663B2

Reaction notes

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