2,6-Dichloropyridine → 2-Chloro-6-hydrazinopyridine

HRID 497993Notes

Reaction equation

HRID 497993 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]=1

Participants

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

  1. customThe title compound was prepared
  2. temperaturewas heated
  3. temperaturecooled
  4. filtrationthe resulting crude crystals were collected by filtration
  5. washThe crystals were washed with cold water and air
  6. customdried
  7. customThe crystals thus obtained
  8. customwere recrystallized from chloroform/hexane

Sources & evidence

ORD record
ord-86ee93274f1242f89fa1d58b842fc784
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

Loading…