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

HRID 868514

Reaction equation

HRID 868514 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]quinoxaline

Conditions

Temperature
100 °C

Procedure

A reaction mixture of 5 g of 2-chloro-3-hydrazinoquinoxaline in 50 ml of triethyl orthoacetate was heated at 100° C. for three hours. Upon cooling, the precipitated solid was filtered, washed with cyclohexane, and dried affording 4.27 g of 4-chloro-1-methyl[1,2,4]triazolo[4,3-a]quinoxaline having a mp of 215°-218° C.

Workup

  1. temperatureUpon cooling
  2. filtrationthe precipitated solid was filtered
  3. washwashed with cyclohexane
  4. customdried

Sources & evidence

ORD record
ord-2e1c081b3c124ed88f2757f390ecb8b8
Source dataset
uspto-grants-1988_10
Patent number
US04780464

Linked notes

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