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

HRID 2412902Notes

Reaction equation

HRID 2412902 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. Mass spectrum: m/e, 213 (P).

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-b200198c8ec0498091956f11ba361478
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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