Hydrazine → HCID 178498201, compound

HRID 343129Notes

Reaction equation

HRID 343129 reaction equation
[CH3:1][C:2]([CH2:4][C:5]([C:7]([O:9][CH3:10])=[O:8])=O)=O.[NH2:11][NH2:12]>C(O)C>[CH3:10][O:9][C:7]([C:5]1[NH:11][N:12]=[C:2]([CH3:1])[CH:4]=1)=[O:8]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 88600Methyl acetopyruvate

Product 1

HCID 178498201HCID 178498201, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirring solution of 2.0 g (13.87 mmol) of methyl acetopyruvate in 40 mL of absolute ethanol at 0° C. is added 0.48 mL (15.27 mmol, 1.1 equiv) of hydrazine. The resultion solution is stirred for 1 h at RT then heated to reflux for 3 h. The solution is then cooled to RT and the solvent removed in vacuo to give 5-methyl-2H-pyrazole-3-carboxylic acid methyl ester as a clear yellow oil which is used without further purification: 1H NMR (CDCl3, 300 MHz) δ6.61 (s, 1H), 3.97 (s, 3H),2.40 (s, 3H).

Workup

  1. temperaturethen heated
  2. temperatureto reflux for 3 h
  3. temperatureThe solution is then cooled to RT
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-1c77bde0484043aea58f1ef7cacae819
Source dataset
uspto-grants-1999_01
Patent number
US05859007

Reaction notes

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