Ethyl orthoformate → (1,2,4)Triazolo(4,3-a)quinoxaline

HRID 436367

Reaction equation

C(OC(O[CH2:9][CH3:10])OCC)C.[NH:11]([C:13]1C=[N:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1)[NH2:12]>>[CH:13]1[N:14]2[C:15]3[C:20]([N:21]=[CH:9][C:10]2=[N:12][N:11]=1)=[CH:19][CH:18]=[CH:17][CH:16]=3

Participants

Reactant 2

HCID 31214Ethyl orthoformate

HCID 2898472-Hydrazinoquinoxaline

Product 1

HCID 15988533(1,2,4)Triazolo(4,3-a)quinoxaline

Procedure

One hundred ml. of triethylorthoformate was mixed with 8.98 g. of 2-hydrazinoquinoxaline. The mixture was stirred at reflux and cooled as in the example above, and 9 g. of crude product was collected. After recrystallization from ethanol, the product was identified as s-triazolo[ 4,3-a]quinoxaline, m.p. 238°-39° C. The final yield was 5 g.

Workup

temperatureat reflux
customof crude product was collected
customAfter recrystallization from ethanol

Sources & evidence

ORD record: ord-4941fc61c7d84f7bb702bd12ee5fd484
Source dataset: uspto-grants-1977_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04008322

Linked notes

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