Hydrazine → 2-Hydrazino-6,7-difluoroquinoxaline

HRID 465329Notes

Reaction equation

HRID 465329 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([F:13])=[C:7]([F:12])[CH:8]=2)[N:3]=1.[NH2:14][NH2:15]>CCO>[NH:14]([C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([F:13])=[C:7]([F:12])[CH:8]=2)[N:3]=1)[NH2:15]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 103755432-Chloro-6,7-difluoroquinoxaline

Product 1

HCID 102620782-Hydrazino-6,7-difluoroquinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The foregoing methodology was followed starting with 2-chloro-6,7-difluoroquinoxaline. This compound (4.00 g, 19.9 mmol) was dissolved in 100 ml of absolute EtOH. Hydrazine (1.4 ml, 44 mmol) was added, and the mixture heated at reflux for 21/2 hours. The mixture was cooled and allowed to stand overnight before collecting the resulting precipitate, yielding 3.80 g of an orange, solid 2-hydrazino-6,7-difluoroquinoxaline. This product (3.8 g, 19.4 mmol) was stirred in 30 ml triethylorthoformate and heated at reflux (100° C.) for 5 hours. The resulting product was cooled to room temperature, filtered and dried, yielding 2.63 g of 7,8-difluoro-1,2,4-triazolo[4,3-a]quinoxaline (13).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 21/2 hours
  3. temperatureThe mixture was cooled
  4. custombefore collecting the resulting precipitate

Sources & evidence

ORD record
ord-4963c06800064116a582bfabb452beb8
Source dataset
uspto-grants-1992_10
Patent number
US05153196

Reaction notes

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