Triethyl orthoacetate → 4-Chloro-1-methyl[1,2,4]triazolo[4,3-a]quinoxaline

HRID 464281

Reaction equation

HRID 464281 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)[CH3:15]>>[Cl:1][C:2]1[C:11]2[N:10]([C:14]([CH3:15])=[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 66221Triethyl orthoacetateHCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 27686434-Chloro-1-methyl[1,2,4]triazolo[4,3-a]quinoxalineYield 65%

Procedure

2-Chloro-3-hydrazinoquinoxaline (15.5 g., 0.080 mole), the product of Example 1, was stirred with triethyl orthoacetate for 3 hours at 100° C. The mixture was cooled to room temperature and the solid precipitate was collected by filtration, washed with ethanol and air dried to afford 11.4 g. (65% yield) of 4-chloro-1-methyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 215°-222° C. Mass spectrum: m/e, 218 (P).

Workup

  1. filtrationthe solid precipitate was collected by filtration
  2. washwashed with ethanol and air
  3. customdried
  4. customto afford 11.4 g

Sources & evidence

ORD record
ord-4df6aa845da34ef992b18fe6e76d0aa8
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Linked notes

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