Hydrazine → 2-Chloro-3-hydrazinopyrazine

HRID 1716497Notes

Reaction equation

HRID 1716497 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.[NH2:9][NH2:10]>C(O)C>[Cl:1][C:2]1[C:7]([NH:9][NH2:10])=[N:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 9321Hydrazine2×HCID 785752,3-Dichloropyrazine

Product 1

HCID 3214302-Chloro-3-hydrazinopyrazineYield 75.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2,3-Dichloropyrazine (2 mL, 13 mmol) was dissolved in 95% ethanol (4 mL) and to this was added, dropwise and with stirring, hydrazine anhydrous (2 mL, 67 mmol). During the addition of the hydrazine the solution became warm and yellowish. Following cooling of this mixture in an ice bath, the resulting material was isolated by filtration, washed with cold aqueous 95% ethanol to riled 1-(3-chloropyrazin-2-yl)hydrazine (1.42 g, 73% yield) as white crystals. No further purification was done. MS m/z: 145.0 (M+1).

Workup

  1. additionto this was added
  2. temperaturebecame warm
  3. temperatureFollowing cooling of this mixture in an ice bath
  4. customthe resulting material was isolated by filtration

Sources & evidence

ORD record
ord-63a5791b2c7345c9ad3c482a46c8595c
Source dataset
uspto-grants-2010_09
Patent number
US07803809B2

Reaction notes

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