2,6-Dichloropyridine → 2-Chloro-6-hydrazinopyridine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.O.[NH2:10][NH2:11]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:10][NH2:11])[N:3]=1Participants
3
Conditions
- Temperature
- 100 °C
Procedure
The title compound was prepared according to the method described in U.S. Pat. No. 4,260,767 (1981). A mixture of 2,6-dichloropyridine (25.0 g, 169 mmol) and hydrazine monohydrate (60 mL, 1.24 mol) was heated and stirred at 100° C. for 4 hours. The solution was ice cooled, and the resulting crude crystals were collected by filtration. The crystals were washed with cold water and air dried. The crystals thus obtained were recrystallized from chloroform/hexane to give the title compound (15.8 g, 65% yield).
Workup
- customThe title compound was prepared
- temperaturewas heated
- temperaturecooled
- filtrationthe resulting crude crystals were collected by filtration
- washThe crystals were washed with cold water and air
- customdried
- customThe crystals thus obtained
- customwere recrystallized from chloroform/hexane
Sources & evidence
- ORD record
- ord-86ee93274f1242f89fa1d58b842fc784
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06949648B2
Reaction notes
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