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

HRID 464285Notes

Reaction equation

HRID 464285 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-9b54e143db7f48f399a73e6fb77c3b07
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

Loading…