Potassium Carbonate → ethyl 1-[(2Z)-2-amino-2-hydroxyiminoethyl]pyrazole-4-carboxylate

HRID 1257416Notes

Reaction equation

HRID 1257416 reaction equation
[C:1]([CH2:3][N:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]1)#[N:2].C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:21][OH:22]>C(O)C>[NH2:2]/[C:1](=[N:21]\[OH:22])/[CH2:3][N:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 66939499ethyl 1-(cyanomethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 58127695ethyl 1-[(2Z)-2-amino-2-hydroxyiminoethyl]pyrazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound (1.6 g) obtained in Example 1a was suspended in ethanol (20 mL), and potassium carbonate (10.4 g) and hydroxylamine hydrochloride (5.2 g) were added. The reaction mixture was heated under reflux for 12 hr, and the insoluble material was removed by filtration. The solvent was evaporated under reduced pressure from the obtained filtrate to give the title compound as a bister solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 12 hr
  3. customthe insoluble material was removed by filtration
  4. customThe solvent was evaporated under reduced pressure from the obtained filtrate

Sources & evidence

ORD record
ord-63913646b82c4e8f81311c018ed909bf
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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