Hydrazine hydrate (1:1) → 5-BROMO-2-CHLORO-4-HYDRAZINYLPYRIMIDINE

HRID 1045776Notes

Reaction equation

HRID 1045776 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.O.[NH2:11][NH2:12]>C(O)C>[Br:1][C:2]1[C:3]([NH:11][NH2:12])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 584469695-BROMO-2-CHLORO-4-HYDRAZINYLPYRIMIDINE

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 500 mL round bottom flask was charged with 5-bromo-2,4-dichloropyrimidine (13.5 g, 59.2 mmol), hydrazine hydrate (8.8 mL, 181 mmol) and absolute ethanol (300 mL). The resulting solution was refluxed under N2 for 12 h. Work-up: the resulting crystalline solid was collected by filtration. The solid was washed with ethanol (100 mL), and dried to afford 17 g (quantitative) of the product as a yellow solid, which was used in the next step without further purification.

Workup

  1. temperatureThe resulting solution was refluxed under N2 for 12 h
  2. filtrationthe resulting crystalline solid was collected by filtration
  3. washThe solid was washed with ethanol (100 mL)
  4. customdried

Sources & evidence

ORD record
ord-04047e1edb604a03b24f95968dc865e1
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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