Diethylamine → HCID 13385724, compound

HRID 2412916Notes

Reaction equation

HRID 2412916 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. Mass spectrum: m/e, 337 (P); m/e, 339 (P+2).

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-a517898af2f94efeb7a0031d01f339bc
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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