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

HRID 464280

Reaction equation

HRID 464280 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.[CH:14](OCC)(OCC)OCC>>[Cl:1][C:2]1[C:11]2[N:10]([CH:14]=[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 31214Ethyl orthoformateHCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 11261184-Chloro[1,2,4]triazolo[4,3-a]quinoxalineYield 94%

Procedure

2-Chloro-3-hydrazinoquinoxaline (9.0 g., 0.046 mole) the product of Example 1, was stirred with triethyl orthoformate (90 ml.) at 100° C. for one hour. The mixture was cooled to room temperature and the solid precipitate was collected by filtration and washed with cyclohexane and dried to afford 8.8 g. (94% yield) of 4-chloro-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 287°-290° C. (decomp.). Mass spectrum: m/e, 204 (P).

Workup

  1. filtrationthe solid precipitate was collected by filtration
  2. washwashed with cyclohexane
  3. customdried
  4. customto afford 8.8 g

Sources & evidence

ORD record
ord-70b80ffed64d497681be598e3df21903
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Linked notes

Loading…