Hydrazine hydrate (1:1) → 1-(6-Hydrazinopyridin-3-yl)-N-methylmethanamine

HRID 242233Notes

Reaction equation

HRID 242233 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH3:10])=[CH:4][CH:3]=1.O.[NH2:12][NH2:13]>>[NH:12]([C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH3:10])=[CH:4][CH:3]=1)[NH2:13]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 110948836-Chloro-N-methyl-3-pyridinemethanamine

Product 1

HCID 552791591-(6-Hydrazinopyridin-3-yl)-N-methylmethanamine

Conditions

Temperature
150 °C

Procedure

1.0 g (6.4 mmol) 1-(6-chloropyridin-3-yl)-N-methylmethanamine [for preparation see EP 0 556 684-A1] are initially introduced into 1.5 ml (1.6 g, 31.9 mmol) hydrazine hydrate and the mixture is stirred at the boiling point at a bath temperature of 150° C. for 12 h. The cooled reaction solution is concentrated and the residue is dried in vacuo. 1.1 g of the title compound, which is employed without further purification, are obtained.

Workup

  1. customThe cooled reaction solution
  2. concentrationis concentrated
  3. customthe residue is dried in vacuo
  4. custom1.1 g of the title compound, which is employed without further purification
  5. customare obtained

Sources & evidence

ORD record
ord-0bf6c95b0f5c45b0b3068c9d13bb38df
Source dataset
uspto-grants-2014_02
Patent number
US08653111B2

Reaction notes

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