Ethyl orthopropionate → 4-Chloro-1-ethyl[1,2,4]triazolo[4,3-a]quinoxaline

HRID 464282

Reaction equation

HRID 464282 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][CH3:16]>>[Cl:1][C:2]1[C:11]2[N:10]([C:14]([CH2:15][CH3:16])=[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 66995Ethyl orthopropionateHCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 133857064-Chloro-1-ethyl[1,2,4]triazolo[4,3-a]quinoxalineYield 85%

Procedure

2-Chloro-3-hydrazinoquinoxaline (4.5 g., 0.023 mole) the product of Example 1, was stirred with triethyl orthopropionate (50 ml.) at 100° C. for one hour. The mixture was cooled to room temperature and the white precipitate was collected by filtration and washed with cyclohexane to give 4.5 g. (85% yield) of 4-chloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 158°-160° C. Mass spectrum: m/e, 232 (P).

Workup

  1. filtrationthe white precipitate was collected by filtration
  2. washwashed with cyclohexane
  3. customto give 4.5 g

Sources & evidence

ORD record
ord-a65a8a7417ac4f188bfb133e4412dec4
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Linked notes

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