2,3-Dichloroquinoxaline → 2-Chloro-3-hydrazinoquinoxaline

HRID 868512Notes

Reaction equation

HRID 868512 reaction equation
[Cl:1][C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O.[NH2:14][NH2:15]>C(O)C>[Cl:1][C:2]1[C:11]([NH:14][NH2:15])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 166592,3-DichloroquinoxalineHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 36588202-Chloro-3-hydrazinoquinoxalineYield 72.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2,3-dichloroquinoxaline (33.5 g; 0.168 mole) in 500 ml ethanol, hydrazine hydrate (18.5 g; 0.37 mole) was added and the reaction mixture was stirred vigorously at room temperature for 16 hours. The thick slurry was filtered, washed with ethanol to give 23.7 g of 2-chloro-3-hydrazinoquinoxaline having a mp of 181°-182° C. (dec.).

Workup

  1. additionwas added
  2. filtrationThe thick slurry was filtered
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-1dcef9acb03e4981b909654a92c95934
Source dataset
uspto-grants-1988_10
Patent number
US04780464

Reaction notes

Loading…