Hydrazine → 2-Ethoxycarbonylaminopropiophenone hydrazone

HRID 2290372Notes

Reaction equation

HRID 2290372 reaction equation
[CH2:1]([O:3][C:4]([NH:6][CH:7]([CH3:16])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O)=[O:5])[CH3:2].[NH2:17][NH2:18]>C(O)CCC>[CH2:1]([O:3][C:4]([NH:6][CH:7]([CH3:16])[C:8](=[N:17][NH2:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 132935642-Ethoxycarbonylaminopropiophenone

Product 1

HCID 867410632-Ethoxycarbonylaminopropiophenone hydrazoneYield 84.6%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 2-ethoxycarbonylaminopropiophenone (5 g) and hydrazine (3.5 g) in n-butanol (;b 40 ml) was refluxed for 4 hours. The reaction mixture was evaporated, and the residue was chromatographed on silica gel (400 g) using a mixture of chloroform and methanol (100:1) as an eluent. The first fraction was evaporated to give 2-ethoxycarbonylaminopropiophenone hydrazone (4.5 g).

Workup

  1. temperaturewas refluxed for 4 hours
  2. customThe reaction mixture was evaporated
  3. customthe residue was chromatographed on silica gel (400 g)
  4. additiona mixture of chloroform and methanol (100:1) as an eluent
  5. customThe first fraction was evaporated

Sources & evidence

ORD record
ord-6e3d15be1e8a428892f4c21457674c81
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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