1,1,1-Triethoxybutane → 4-Chloro-1-propyl[1,2,4]triazolo[4,3-a]quinoxaline

HRID 2412900Notes

Reaction equation

HRID 2412900 reaction equation
[Cl:1][C:2]1[C:11]([NH:12][NH2:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:14](OCC)(OCC)(OCC)[CH2:15][CH2:16][CH3:17]>>[Cl:1][C:2]1[C:11]2[N:10]([C:14]([CH2:15][CH2:16][CH3:17])=[N:13][N:12]=2)[C:9]2[C:4]([N:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

3

Reactant 2

HCID 3717791,1,1-TriethoxybutaneHCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 133857074-Chloro-1-propyl[1,2,4]triazolo[4,3-a]quinoxalineYield 53%

Procedure

2-Chloro-3-hydrazinoquinoxaline (3.0 g., 0.015 mole), the product of Example 1, was stirred with triethyl orthobutyrate (27 ml.) at 100° C. for 2 hours. The mixture was cooled to room temperature, and the precipitate was collected by filtration and washed with cyclohexane. The crude solid was taken up in chloroform and filtered to remove insoluble material. The chloroform solution was concentrated in vacuo to give a solid which was recrystallized from chloroform to give 1.96 g. (53% yield) of 4-chloro-1-n-propyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 173°-175° C. Mass spectrum: m/e, 246 (P).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with cyclohexane
  3. filtrationfiltered
  4. customto remove insoluble material
  5. concentrationThe chloroform solution was concentrated in vacuo
  6. customto give a solid which
  7. customwas recrystallized from chloroform
  8. customto give 1.96 g

Sources & evidence

ORD record
ord-8a7a15016f7e4ef2b54766f480629944
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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