Hydrazine hydrate (1:1) → (6-Morpholin-4-ylpyrimidin-4-yl)hydrazine

HRID 1753801Notes

Reaction equation

HRID 1753801 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:3]=1.O.[NH2:15][NH2:16]>C(O)C>[NH:15]([C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:3]=1)[NH2:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 7960704-(6-Chloropyrimidin-4-yl)morpholine

Product 1

HCID 13393622(6-Morpholin-4-ylpyrimidin-4-yl)hydrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

53.0 g (2.7 mmol) 4-(6-chloropyrimidin-4-yl)morpholine are initially introduced into 260 ml ethanol. 132.9 g (2.7 mol) hydrazine hydrate are added and the mixture is stirred under reflux for 16 h. Thereafter, it is cooled to RT and approx. half of the solvent is removed by distillation. The mixture is cooled to 0° C. and the solid formed is filtered off. It is rinsed with cold ethanol and the solid is dried first in air and then in vacuo.

Workup

  1. temperatureunder reflux for 16 h
  2. customis removed by distillation
  3. temperatureThe mixture is cooled to 0° C.
  4. customthe solid formed
  5. filtrationis filtered off
  6. washIt is rinsed with cold ethanol
  7. customthe solid is dried first in air

Sources & evidence

ORD record
ord-d9321d17a7774245a1ba9aa503e5e66d
Source dataset
uspto-grants-2015_10
Patent number
US09168249B2

Reaction notes

Loading…