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

HRID 1778193Notes

Reaction equation

HRID 1778193 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.C([O-])(O)=O.[Na+]>CCO.O>[Br:1][C:2]1[N:3]=[C:4]([Cl:16])[C:5]([NH:8][NH2:9])=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59295129HCID 59295129, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

N′-(5-bromo-3-chloropyrazin-2-yl)-2,2,2-trifluoroacetohydrazide G-1 (1.59 g; 4.97 mmol) is dissolved in 30 ml EtOH and treated with 3 ml conc. HCl. It is stirred for 2 hours at 100° C. The reaction mixture is cooled down, diluted with water and then the pH adjusted to 8 with saturated NaHCO3 solution. The water phase is extracted with EtOAc, the organic layer dried over MgSO4 and evaporated to dryness.

Workup

  1. temperatureThe reaction mixture is cooled down
  2. extractionThe water phase is extracted with EtOAc
  3. dry with materialthe organic layer dried over MgSO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-6b7692bf01ef4c41a46be5e765ea5240
Source dataset
uspto-grants-2016_02
Patent number
US09266891B2

Reaction notes

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