Ethanol → HCID 21849941, compound

HRID 617810Notes

Reaction equation

HRID 617810 reaction equation
NC1C=CC=CC=1[C:8]1[CH:9]=[CH:10][C:11]2[C:12]([CH:20]=1)=C[CH:14]=[C:15]1[C:19]=2[NH:18][CH:17]=[CH:16]1.[C:21]([O:25][CH2:26][CH3:27])(=[O:24])[CH:22]=O.[CH2:28](O)[CH3:29]>>[CH:29]1[CH:28]=[CH:10][CH:11]=[C:19]2[C:15]=1[C:16]1[C:17](=[N:18][C:19]3[C:15]=1[CH2:14][C:22]([C:21]([O:25][CH2:26][CH3:27])=[O:24])=[C:12]1[CH:20]=[CH:8][CH:9]=[CH:10][C:11]=31)[CH:17]=[N:18]2

Participants

4

Reactant 3

HCID 702EthanolHCID 70211Ethyl oxoacetateHCID 21849919HCID 21849919, compound

Product 1

HCID 21849941HCID 21849941, compoundYield 53%

Procedure

Subsequently, 20 ml of ethanol was added to 540 mg (2.1 mmol) of 7-(2-aminophenyl)benz[g]indole and 260 mg (2.5 mmol) of ethyl glyoxylate (polymeric) and the obtained mixture was heated under reflux for 8 hours. After distilling off the solvent, the residue was purified by silica gel column chromatography to thereby give 380 mg (yield: 53%) of the title compound.

Workup

  1. temperaturethe obtained mixture was heated
  2. temperatureunder reflux for 8 hours
  3. distillationAfter distilling off the solvent
  4. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a43ab31f441f45d180499f3e08e8fb9c
Source dataset
uspto-grants-1999_09
Patent number
US05952335

Reaction notes

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