Hydrazine hydrate (1:1) → 3-(dimethylamino)propanohydrazide
Reaction equation
Cl.[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][C:6](OC)=[O:7].O.[NH2:12][NH2:13]>CO>[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][C:6]([NH:12][NH2:13])=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
To a solution of methyl 3-(dimethylamino)propanoate hydrochloride (compound 142.6, 2.00 g, 15.3 mmol, 1.00 equiv) in methanol (40 mL) was added hydrazine hydrate (6 mL, 6.00 equiv). The reaction mixture was stirred at 70° C. for 3 h. The mixture was concentrated in vacuo and then dissolved in 50 mL of H2O and washed with 2×10 mL of ethyl acetate. The aqueous layers were combined and concentrated in vacuo to afford 1.30 g (65%) of 3-(dimethylamino)propanehydrazide as a colorless oil.
Workup
- concentrationThe mixture was concentrated in vacuo
- dissolutiondissolved in 50 mL of H2O
- washwashed with 2×10 mL of ethyl acetate
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-38488836c03c4472a7d29e9fb94b834b
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871790B2
Reaction notes
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