Diethylamine → HCID 13385724, compound

HRID 464299Notes

Reaction equation

HRID 464299 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-dde55658fec74cea8b43a10bbd3b01ba
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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