Ethanol → Ethyl 5-ethoxy-1H-pyrazole-3-carboxylate

HRID 529968

Reaction equation

HRID 529968 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6](=O)[C:7](Cl)(Cl)Cl)[CH3:2].[NH2:13][NH2:14].Cl.[CH3:16][CH2:17][OH:18]>>[CH2:1]([O:3][C:4]([C:5]1[NH:13][N:14]=[C:7]([O:18][CH2:17][CH3:16])[CH:6]=1)=[O:12])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 77294Ethyl 4,4,4-trichloro-3-oxobutyrateHCID 115031Hydrazinium chloride

Product 1

HCID 68571888Ethyl 5-ethoxy-1H-pyrazole-3-carboxylate

Procedure

4,4,4-Trichloro-3-oxo-butyric acid ethyl ester (Int 8, 1 eq) and H2NNH2.HCl (1.1 eq) are mixed in EtOH. The resulting mixture is refluxed overnight. The mixture is then evaporated and the obtained crude is purified by chromatography to give Int 9 and 5-ethoxy-2H-pyrazole-3-carboxylic acid ethyl ester (Int 10).

Workup

  1. temperatureThe resulting mixture is refluxed overnight
  2. customThe mixture is then evaporated
  3. customthe obtained crude
  4. customis purified by chromatography

Sources & evidence

ORD record
ord-71b12c252fd04dada538bd59c20bb483
Source dataset
uspto-grants-2016_05
Patent number
US09351955B2

Linked notes

Loading…