Hydrazine hydrate (1:1) → 1-Piperazineacetic acid, 4-methyl-, hydrazide
Reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([O:11]C)=O)[CH2:4][CH2:3]1.O.[NH2:14][NH2:15]>C(O)C>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]([NH:14][NH2:15])=[O:11])[CH2:6][CH2:7]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-(4-methyl-1-piperazinyl)acetic acid, methyl ester (16.3 g., 0.0946 mole) and hydrazine monohydrate (7.0 ml., 0.142 mole) in ethanol (100 ml.) was refluxed for 17 hours and the solvent was removed under vacuum. The residue was triturated with ether with cooling at -78° and the resulting solid was filtered. The product was triturated again with ether-ethyl acetate to give 2-(4-methyl-1-piperazinyl)acetic acid, hydrazide as a solid melting at 87°-89° C. (8.94 g., 55%).
Workup
- customthe solvent was removed under vacuum
- customThe residue was triturated with ether
- temperaturewith cooling at -78°
- filtrationthe resulting solid was filtered
- customThe product was triturated again with ether-ethyl acetate
Sources & evidence
- ORD record
- ord-4a6be609942f4fad937045df88a62eb1
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04761415
Reaction notes
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