Hydrazine hydrate (1:1) → 2-Chloro-3-hydrazinopyrazine

HRID 1045730Notes

Reaction equation

HRID 1045730 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>CCO>[Cl:1][C:2]1[C:7]([NH:10][NH2:11])=[N:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 785752,3-Dichloropyrazine

Product 1

HCID 3214302-Chloro-3-hydrazinopyrazineYield 90.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 5 L round bottom flask was charged with 2,3-dichloropyrazine (1000 g, 6.7 mol), hydrazine monohydrate (700 g, 14 mol) and absolute EtOH (2 L). The resulting solution was refluxed under N2 overnight. Work-up: the resulting crystalline solid was collected by filtration, washed with EtOH (1 L), and dried to afford 880 g (90%) of the product as a yellow solid.

Workup

  1. temperatureThe resulting solution was refluxed under N2 overnight
  2. filtrationthe resulting crystalline solid was collected by filtration
  3. washwashed with EtOH (1 L)
  4. customdried

Sources & evidence

ORD record
ord-9080a142b24d45119d4f1f92c4b076fa
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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