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

HRID 1045724Notes

Reaction equation

HRID 1045724 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>C(O)C>[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 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 100 mL round bottom flask was charged with 2,3-dichloropyrazine (10 g, 67.6 mmol), hydrazine hydrate (6.76 g, 135 mmol) and ethanol (40 mL). The resulting mixture was stirred at reflux for 3 h. Reaction progress was monitored by TLC (EtOAc/petroleum ether=2:1). Work-up: the reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with water (30 mL×2) and dried, to afford 8.4 g (87%) of the product as a yellow solid.

Workup

  1. temperatureat reflux for 3 h
  2. customReaction progress
  3. filtrationThe solid was collected by filtration
  4. washwashed with water (30 mL×2)
  5. customdried

Sources & evidence

ORD record
ord-eb9e767a8507424dbd1d2f3ad3877628
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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