Dimethylamine → 4-Dimethylamino-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 1731934Notes

Reaction equation

HRID 1731934 reaction equation
Cl[C:2]1[C:3]2[N:4]([CH:12]=[N:13][N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:15][NH:16][CH3:17]>CN(C)C=O>[CH3:15][N:16]([CH3:17])[C:2]1[C:3]2[N:4]([CH:12]=[N:13][N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 674DimethylamineHCID 11261184-Chloro[1,2,4]triazolo[4,3-a]quinoxaline

Product 1

HCID 66229934-Dimethylamino-[1,2,4]triazolo[4,3-a]quinoxalineYield 44%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A slurry of 2.0 g. (0.01 mole) of 4-chloro-[1,2,4]triazolo[4,3-a]quinoxaline (the product of Example 2) in N,N-dimethylformamide (30 ml.) was saturated with dimethylamine gas and stirred at room temperature overnight. The mixture was poured over ice and the precipitate was removed by filtration. Recrystallization from ethanol gave 640 mg. (44% yield) of 4-dimethylamino-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 184°-186° C.

Workup

  1. additionThe mixture was poured over ice
  2. customthe precipitate was removed by filtration
  3. customRecrystallization from ethanol
  4. customgave 640 mg

Sources & evidence

ORD record
ord-203e7ba4c598406e9ac4a82047dfcbf9
Source dataset
uspto-grants-1986_11
Patent number
US04623725

Reaction notes

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