4-Chloropyridine → 4-Hydrazinylpyridine hydrochloride

HRID 497996

Reaction equation

HRID 497996 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.O.[NH2:9][NH2:10]>C(O)CC>[ClH:1].[NH:9]([C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)[NH2:10]

Participants

4

Conditions

Temperature
0 °C

Procedure

The title compound was prepared according to the method described in J. Chem. Soc., p. 3830 (1959). A solution of 4-chloropyridine (16.5 g, 145 mmol) and hydrazine monohydrate (7.76 mL, 160 mmol) in 1-propanol (50 mL) was heated under reflux for 18 hours. The solution was cooled to 0° C., and the resulting crystals were collected by filtration. The crystals were washed with cold 1-propanol and air dried to give the title compound (15.2 g, 72% yield). The compound was used in the following process without further purification.

Workup

  1. customThe title compound was prepared
  2. temperatureunder reflux for 18 hours
  3. filtrationthe resulting crystals were collected by filtration
  4. washThe crystals were washed with cold 1-propanol and air
  5. customdried

Sources & evidence

ORD record
ord-b6a17618da274f71b76f9270d8a1ace7
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Linked notes

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