Sodium Bicarbonate → HCID 178492070, compound

HRID 555633Notes

Reaction equation

HRID 555633 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1.C(=O)(O)[O-].[Na+].[C:17]1([N:23]2[C:27](=[O:28])[CH:26]([C:29](=O)[CH2:30][C:31](=O)[CH3:32])[C:25]([CH3:35])=[N:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:29]([C:26]3[C:25]([CH3:35])=[N:24][N:23]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:27]=3[OH:28])=[CH:30][C:31]([CH3:32])=[N:11]2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 131174131-[1-phenyl-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl]-butane-1,3-dione

Product 1

HCID 178492070HCID 178492070, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To (4-methoxyphenyl)-hydrazine hydrochloride (0.083 g, 0.48 mmol) in ethanol (5 ml) add sodium bicarbonate (0.067 g, 0.80 mmol) after which stir the mixture for 10 min. Add 1-[1-phenyl-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl]-butane-1,3-dione (0.103 g, 0.40 mmol. The mixture was heated at reflux for 1.5 hours after which it was evaporated to dryness. Chromatography on silica gel, eluting with 50 to 100% ethyl acetate/heptane provided 0.071 g of the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1.5 hours after which it
  3. customwas evaporated to dryness
  4. washChromatography on silica gel, eluting with 50 to 100% ethyl acetate/heptane

Sources & evidence

ORD record
ord-993fc76aadae4e0196847834c8808460
Source dataset
uspto-grants-2011_11
Patent number
US08053458B2

Reaction notes

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