Hydrochloric Acid → 5-Bromo-3-chloro-2-hydrazinylpyrazine

HRID 2233035Notes

Reaction equation

HRID 2233035 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([Cl:16])[C:5]([NH:8][NH:9]C(=O)C(F)(F)F)=[N:6][CH:7]=1.Cl>CCO>[Br:1][C:2]1[N:3]=[C:4]([Cl:16])[C:5]([NH:8][NH2:9])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59295129HCID 59295129, compound

Product 1

HCID 584469775-Bromo-3-chloro-2-hydrazinylpyrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 512 mg of the product of Step B in EtOH (8.0 mL) was added concentrated HCl (1.0 mL) and the mixture was heated at reflux. After four h, the reaction was concentrated to dryness and the residue was dissolved in water and the pH adjusted to 8 with sat. sodium bicarbonate solution. The mixture was extracted with EtOAc (2×) and the organic extracts were dried over magnesium sulfate, filtered, and concentrated to provide (5-bromo-3-chloro-pyrazin-2-yl)-hydrazine as a light yellow solid. MS (M+H+)=224.2.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux
  3. concentrationAfter four h, the reaction was concentrated to dryness
  4. dissolutionthe residue was dissolved in water
  5. extractionThe mixture was extracted with EtOAc (2×)
  6. dry with materialthe organic extracts were dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-bac53ae90b85418db11e7fd420c3e782
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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