Dipropylamine → 4-Di-n-propylamino-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 1731936Notes

Reaction equation

HRID 1731936 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.[CH2:15]([NH:18][CH2:19][CH2:20][CH3:21])[CH2:16][CH3:17]>CN(C)C=O>[CH2:15]([N:18]([CH2:19][CH2:20][CH3:21])[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)[CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 8902DipropylamineHCID 11261184-Chloro[1,2,4]triazolo[4,3-a]quinoxaline

Product 1

HCID 133857104-Di-n-propylamino-[1,2,4]triazolo[4,3-a]quinoxalineYield 41%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Chloro-[1,2,4]triazolo[4,3-a]-quinoxaline (2.0 g., 0.01 mole), the product of Example 2, a nd 3.0 g. (0.03 mole) of di-n-propylamine in N,N-dimethylformamide (50 ml.) were stirred for 3 hours at room temperature. The solution was poured over ice to form a precipitate which was separated by filtration and air dried. Recrystallization from cyclohexane (250 ml.) afforded 1.1 g. (41% yield) of 4-di-n-propylamino-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 240°-242° C. Mass spectrum: m/e, 269 (P).

Workup

  1. additionThe solution was poured over ice
  2. customto form a precipitate which
  3. customwas separated by filtration and air
  4. customdried
  5. customRecrystallization from cyclohexane (250 ml.)
  6. customafforded 1.1 g

Sources & evidence

ORD record
ord-9c9026acfc0b458e8d469f4271001082
Source dataset
uspto-grants-1986_11
Patent number
US04623725

Reaction notes

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