Hydrazine hydrate (1:1) → 2-Hydrazinyl-4-iodopyridine
Reaction equation
F[C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>C(O)C>[NH:10]([C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][N:3]=1)[NH2:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 24.5 °C
Procedure
A solution of 2-fluoro-4-iodopyridine (prepared as described in Rocca, P. et al J. Org. Chem. 1993, 58, 7832-7838) (8.72 g, 39.1 mmol) in 80 mL of ethanol was treated with 20 mL of hydrazine hydrate and the mixture was stirred at room temperature (24-25° C.) for 20 hours. At the end of the reaction, the mixture was concentrated in vacuum and the resulting solid triturated with a mixture of hexanes/diethyl ether affording (8.52 g, 93%) the desired compound that was used in the following steps without further purification.
Workup
- customAt the end of the reaction
- concentrationthe mixture was concentrated in vacuum
- customthe resulting solid triturated with a mixture of hexanes/diethyl ether affording (8.52 g, 93%) the desired compound that
- customwas used in the following steps without further purification
Sources & evidence
- ORD record
- ord-d2145f2c1cf14c2abee5334635d22fa1
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258122B2
Reaction notes
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