Ethyl orthoformate → 8-Bromo-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 711365Notes

Reaction equation

HRID 711365 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([NH:12][NH2:13])=[N:9]2)=[CH:4][CH:3]=1.[CH:14](OCC)(OCC)OCC>C(OCC)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]3[N:9]2[CH:14]=[N:13][N:12]=3)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 52002657-Bromo-2-hydrazinylquinoxaline

Product 1

HCID 197729818-Bromo-[1,2,4]triazolo[4,3-a]quinoxaline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The solution of 7-bromo-2-hydrazinylquinoxaline (200 mg, 0.83 mmol) in triethyl orthoformate (3 mL) was heated to 100° C. for 4 h; after cooling to r.t., the mixture was diluted with ethyl ether, and the precipitate was collected by filtration and dried in vacuo to afford the title product 8-bromo-[1,2,4]triazolo[4,3-a]quinoxaline as yellow solid in 87% yield (180 mg). m/z 251 (M+H)+.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-81bd0e54491f4b3f8b406e3f3072f662
Source dataset
uspto-grants-2015_11
Patent number
US09181264B2

Reaction notes

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