Ethanol → HCID 13116734, compound

HRID 2164731Notes

Reaction equation

HRID 2164731 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)=[CH:10][CH:9]=1)=O.[O-2].[Ba+2].O.[NH2:25][NH2:26].C(O)C>O>[N:16]1([CH2:15][CH2:14][C:11]2[CH:12]=[CH:13][C:8]([C:6]3[CH2:5][CH2:4][C:3](=[O:2])[NH:25][N:26]=3)=[CH:9][CH:10]=2)[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

6

Reactant 4

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 9855530Barium Oxide Nanoparticle DispersionHCID 13116729HCID 13116729, compound

Product 1

HCID 13116734HCID 13116734, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 7.5 g of 4-{4-[2-(1-imidazolyl)-ethyl]-phenyl}-4-oxo-butyric acid methyl ester, 0.2 g of barium oxide, 1.3 g of hydrazine hydrate and 30 ml of ethanol is stirred at 0° C. for 10 minutes and then at room temperature for 2 hours, and is subsequently heated under reflux for 1 hour. The reaction mixture is diluted with water and extracted with chloroform and the extract is washed with water and dried over Na2SO4. The solvent is stripped off and the residue is purified by column chromatography (silica gel/chloroform/methanol).

Workup

  1. waitat room temperature for 2 hours
  2. temperatureis subsequently heated
  3. temperatureunder reflux for 1 hour
  4. extractionextracted with chloroform
  5. washthe extract is washed with water
  6. dry with materialdried over Na2SO4
  7. customthe residue is purified by column chromatography (silica gel/chloroform/methanol)

Sources & evidence

ORD record
ord-deba800b80da444890c1e0eca824c0e1
Source dataset
uspto-grants-1985_03
Patent number
US04507298

Reaction notes

Loading…