Hydrazine → 2-Furancarboxylic acid, tetrahydro-, hydrazide, (2S)-
Reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:6]([OH:8])=O.NN.C1C=CC2N(O)[N:18]=[N:17]C=2C=1.CCN=C=NCCCN(C)C>ClCCl>[O:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:6]([NH:17][NH2:18])=[O:8]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To a round-bottom flask was added a solution of (S)-tetrahydrofuran-2-carboxylic acid (3.00 g, 23.3 mmol, 1.00 equiv, 90%) in dichloromethane (40 mL). NH2NH2 (2 mL, 2.00 equiv), HOBt (5.20 g, 38.5 mmol, 1.50 equiv), and EDCI (7.50 g, 39.1 mmol, 1.50 equiv) were added and the resulting mixture was stirred overnight at 25° C. The solids were removed by filtration, and the filtrate was concentrated in vacuo to furnish 2.50 g (74%) of (S)-tetrahydrofuran-2-carbohydrazide as a yellow oil.
Workup
- customThe solids were removed by filtration
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-bea9e6985ba6458fa989c344359bd0db
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871790B2
Reaction notes
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