Hydrazine hydrate (1:1) → 2-(5-Methylisoxazol-3-yl)acetohydrazide
Reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:9]=[C:8]([CH3:10])[O:7][N:6]=1.O.[NH2:13][NH2:14]>C(O)CCC>[CH3:10][C:8]1[O:7][N:6]=[C:5]([CH2:4][C:3]([NH:13][NH2:14])=[O:2])[CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
As described for example 112a, (5-methyl-isoxazol-3-yl)-acetic acid methyl ester in butanol was reacted with hydrazine hydrate (2 equivalents) and the resulting mixture was heated under reflux for 90 min. Evaporation of all volatiles afforded the title compound as a white solid (yield: 90%). 1H-NMR (300 MHz, DMSO): δ=2.36 (d, J=0.7 Hz, 3H), 3.39 (s, 2H), 4.25 (s, 2H), 6.13 (d, J=0.7 Hz, 1H), 9.27 (s, 1H).
Workup
- temperaturethe resulting mixture was heated
- temperatureunder reflux for 90 min
- customEvaporation of all volatiles
Sources & evidence
- ORD record
- ord-92db03ef5bef403a9021ddf50163f35d
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07507729B2
Reaction notes
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