Ethylamine → N,1-Diethyl(1,2,4)triazolo(4,3-a)quinoxalin-4-amine

HRID 464291Notes

Reaction equation

[CH2:1]([NH2:3])[CH3:2].Cl[C:5]1[C:6]2[N:7]([C:15]([CH2:18][CH3:19])=[N:16][N:17]=2)[C:8]2[C:13]([N:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2>CN(C)C=O>[CH2:18]([C:15]1[N:7]2[C:8]3[C:13]([N:14]=[C:5]([NH:3][CH2:1][CH3:2])[C:6]2=[N:17][N:16]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH3:19]

Participants

Conditions

Temperature: 0 °C

Procedure

Monoethylamine was bubbled through a solution of 4-chloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline (1.2 g., 0.005 mole), the product of Example 4, in N,N-dimethylformamide (50 ml.) at 0° C. for about 2 minutes. The clear solution was stirred at 0° C. for 30 minutes and at room temperature for 2 hours. The reaction mixture was next poured over ice and the precipitate was separated by filtration, washed with water and air dried. Recrystallization from ethanol then afforded 1.0 g. (83% yield) of pure 1-ethyl-4-ethylamino-[1,2,4]triazolo[4,3-a]quinoxaline as a white solid (m.p. 235°-238° C.). Mass spectrum: m/e, 241 (P).

Workup

additionThe reaction mixture was next poured over ice
customthe precipitate was separated by filtration
washwashed with water and air
customdried
customRecrystallization from ethanol
customthen afforded 1.0 g

Sources & evidence

ORD record: ord-bdd3478942334fdbb981dc7c0beb4056
Source dataset: uspto-grants-1985_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04547501

Reaction notes

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