Diethylamine → HCID 13385718, compound

HRID 464295Notes

Reaction equation

HRID 464295 reaction equation
Cl[C:2]1[C:3]2[N:4]([C:12]([CH:15]([CH3:17])[CH3:16])=[N:13][N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH2:18]([NH:20][CH2:21][CH3:22])[CH3:19]>CN(C)C=O>[CH2:18]([N:20]([CH2:21][CH3:22])[C:2]1[C:3]2[N:4]([C:12]([CH:15]([CH3:17])[CH3:16])=[N:13][N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:19]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 13385708HCID 13385708, compound

Product 1

HCID 13385718HCID 13385718, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Chloro-1-isopropyl-[1,2,4]-triazolo[4,3-a]quinoxaline (1.0 g., 0.004 mole), the product of Example 6, and 900 mg. (0.012 mole) of diethylamine in N,N-dimethylformamide (15 ml.) were stirred at room temperature for 4 hours. The reaction mixture was poured over ice and the precipitate was separated by means of filtration, washed with water and placed on a column of silica gel (175 ml.) and finally eluted with chloroform. The eluant was evaporated in vacuo to afford 850 mg. (75% yield) of pure 4-diethylamino-1-isopropyl-[1,2,4]triazolo[4,3-a]quinoxaline as a white solid (m.p. 93°-95° C.). Mass spectrum: m/e, 283 (P). The pure product (100 mg.) was then distilled in vacuo (0.1 mm) at 140° to 150° C. to afford the analytical sample (80 mg.), m.p. 94°-96° C.

Workup

  1. additionThe reaction mixture was poured over ice
  2. customthe precipitate was separated by means of filtration
  3. washwashed with water
  4. washfinally eluted with chloroform
  5. customThe eluant was evaporated in vacuo
  6. customto afford 850 mg

Sources & evidence

ORD record
ord-a63c252b8cda4ee88058519e8fc3fca9
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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