Acetic Acid → HCID 73111904, compound

HRID 1935611Notes

Reaction equation

HRID 1935611 reaction equation
[C:1]1([C:7]([C:9]2[O:10][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:13]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([NH:25][NH2:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(O)(=O)C>CO>[CH2:18]([NH:25][N:26]=[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:9]1[O:10][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:13]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 11157(Phenylmethyl)hydrazineHCID 107757905-Benzoyl-furan-2-carboxylic acid methyl ester

Product 1

HCID 73111904HCID 73111904, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Methoxycarbonyl-2-furyl phenyl ketone (5.5 g, 0.024 mole) was dissolved in methanol (60 mL), added with benzylhydrazine (9 g, 0.07 mole) and acetic acid (0.5 mL) and then heated under reflux till the reaction was completed. After cooling, the solvent was evaporated. The resultant residue was extracted with chloroform and washed with dilute HCl solution, then water, and then dried over anhydrous magnesium sulfate and filtered. The solvent of the filtrate was removed to give 5-methoxycarbonylfuryl phenyl ketone benzylhydrazone.

Workup

  1. temperatureheated
  2. temperatureunder reflux till the reaction
  3. temperatureAfter cooling
  4. customthe solvent was evaporated
  5. extractionThe resultant residue was extracted with chloroform
  6. washwashed with dilute HCl solution
  7. dry with materialwater, and then dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customThe solvent of the filtrate was removed

Sources & evidence

ORD record
ord-7da3b9d221a8429e9a55e5c122c8b95a
Source dataset
uspto-grants-2002_05
Patent number
US06387942B2

Reaction notes

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