Diethylamine → HCID 13385724, compound

HRID 1731949Notes

Reaction equation

HRID 1731949 reaction equation
Cl[C:2]1[C:3]2[N:4]([C:14]([CH2:17][CH3:18])=[N:15][N:16]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([Cl:12])=[C:7]([Cl:13])[CH:6]=2.[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>CN(C)C=O>[Cl:12][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][C:7]=1[Cl:13])[N:4]1[C:14]([CH2:17][CH3:18])=[N:15][N:16]=[C:3]1[C:2]([N:21]([CH2:22][CH3:23])[CH2:19][CH3:20])=[N:11]2

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 13385723HCID 13385723, compound

Product 1

HCID 13385724HCID 13385724, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4,7,8-Trichloro-1-ethyl-[1,2,4]-triazolo[4,3-a]quinoxaline (2.9 g., 0.0096 mole) and 2.1 g. (0.0388 mole) of diethylamine in N,N-dimethylformamide (50 ml.) were stirred at room temperature for 2 hours. The reaction mixture was poured over ice and stirred for 15 minutes. The precipitate was separated by filtration, washed with water and air dried. Recrystallization (three times) from isopropanol then afforded 500 mg. (16% yield) of pure 7,8-dichloro-4-diethylamino-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 147°-149° C.

Workup

  1. additionThe reaction mixture was poured over ice
  2. customThe precipitate was separated by filtration
  3. washwashed with water and air
  4. customdried
  5. customRecrystallization (three times) from isopropanol
  6. customthen afforded 500 mg

Sources & evidence

ORD record
ord-d3c5ad64287f40268c472ecfc7019241
Source dataset
uspto-grants-1986_11
Patent number
US04623725

Reaction notes

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