Hydrazine → 2-Chloro-3-hydrazinopyrazine

HRID 552812Notes

Reaction equation

HRID 552812 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 stiffing, 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-cbfd405c741d4f0a83d994a414cfb9d8
Source dataset
uspto-grants-2011_05
Patent number
US07951838B2

Reaction notes

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