Ethyl Acetate → HCID 19089105, compound

HRID 1463977Notes

Reaction equation

HRID 1463977 reaction equation
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[CH2:5][NH:6][NH2:7])[CH3:2].CO[C:13](=[CH2:16])[C:14]#[N:15].C(OCC)(=O)C>O>[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[CH2:5][N:6]1[C:14]([NH2:15])=[CH:13][CH:16]=[N:7]1)[CH3:2]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 322952(2,2-Diethoxyethyl)hydrazineHCID 132442492-Methoxyprop-2-enenitrile

Product 1

HCID 19089105HCID 19089105, compoundYield 19.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of hydrazinoacetaldehyde diethyl acetal (21 g) and methoxyacrylonitrile (11.8 g) in water (150 ml) was refluxed for 2 days. After the reaction mixture was cooled, to the mixture was added a mixture of water and ethyl acetate. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue was subjected to column chromatography on silica gel using ethyl acetate as an eluent. Fractions containing the object compound were combined and evaporated to give 1-(2,2-diethoxyethyl)-5-aminopyrazole (5.45 g).

Workup

  1. temperaturewas refluxed for 2 days
  2. temperatureAfter the reaction mixture was cooled, to the mixture
  3. additionwas added
  4. washThe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. additionFractions containing the object compound
  8. customevaporated

Sources & evidence

ORD record
ord-18a4391a669a48c38274b7f29de18659
Source dataset
uspto-grants-1994_04
Patent number
US05302712

Reaction notes

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