Acetic Acid → HCID 136335090, compound

HRID 1181629Notes

Reaction equation

HRID 1181629 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][C:22]1[CH2:26][C:25](=[O:27])[N:24]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([OH:36])=[O:35])[CH:29]=2)[N:23]=1.[C:37]([OH:40])(=[O:39])[CH3:38]>CN1C(=O)CCC1>[CH3:21][C:22]1[C:26](=[C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1](=[C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:13](=[C:26]4[C:25](=[O:27])[N:24]([C:28]5[CH:29]=[CH:30][CH:31]=[C:38]([C:37]([OH:40])=[O:39])[CH:33]=5)[N:23]=[C:22]4[CH3:21])[NH:12]3)[NH:2]2)[C:25](=[O:27])[N:24]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([OH:36])=[O:35])[CH:29]=2)[N:23]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7676103-(3-Methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)-benzoic acidHCID 178508319HCID 178508319, compound

Product 1

HCID 136335090HCID 136335090, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

10.0 g of [1,1′]biisoindolylidene-3,3′-diimine and 25.3 g of 3-methyl-1-(3-carboxyphenyl)-2-pyrazolin-5-one 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 21.7 g (85%) of a brownish 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-37075d4c451c435ba196d866ee32dd5b
Source dataset
uspto-grants-2007_10
Patent number
US07285663B2

Reaction notes

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