Hydrazine hydrate (1:1) → HCID 3682963, compound

HRID 1786195Notes

Reaction equation

HRID 1786195 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]1[CH:10]=[CH:9][C:8]([CH3:11])=[N:7]1)C.O.[NH2:14][NH2:15]>C(O)C>[CH3:11][C:8]1[CH:9]=[CH:10][N:6]([CH2:5][C:4]([NH:14][NH2:15])=[O:3])[N:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 4578874Ethyl 3-methyl-1H-pyrazole-1-acetate

Product 1

HCID 3682963HCID 3682963, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As described for example 112a, (3-methyl-pyrazol-1-yl)-acetic acid ethyl ester in ethanol was reacted with hydrazine hydrate (2 equivalents) and the resulting mixture was heated under reflux for 4 h. The mixture was then cooled to rt and the precipitated product was filtered off and crystallized from ethanol. The title compound (>95% purity) was obtained as a white solid (yield: 68%). 1H-NMR (300 MHz, DMSO): δ=2.12 (s, 3H), 4.29 (s, 2H), 4.60 (s, 2H), 6.00 (d, J=2 Hz, 1H), 7.55 (d, J=2 Hz, 1H), 9.26 (s, 1H).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 4 h
  3. filtrationthe precipitated product was filtered off
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-6e5b8b40a88e48a4b53eaef1fa584e19
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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