Ethyl orthoformate → 4,7-Dimethoxy-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 2412884Notes

Reaction equation

HRID 2412884 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:15][NH2:16])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2.[CH2:17](OC(OCC)OCC)C>>[CH3:1][O:2][C:3]1[C:4]2[N:5]([CH:17]=[N:16][N:15]=2)[C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 133856753,6-Dimethoxy-2-hydrazinoquinoxaline

Product 1

HCID 133856924,7-Dimethoxy-[1,2,4]triazolo[4,3-a]quinoxaline

Conditions

Temperature
100 °C

Procedure

A mixture consisting of 1.5 g. (0.068 mole) of 3,6-dimethoxy-2-hydrazinoquinoxaline and 20 ml. of triethylorthoformate was heated with mechanical stirring in a preheated oil bath at 100° C. overnight (~16 hours). The resulting mixture was then cooled to room temperature, and the precipitate which formed was subsequently recovered by means of suction filtration and washed with ethanol to ultimately afford 1.8 g. of pure 4,7-dimethoxy-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 238°-240° C. (decomp.). Mass Spectrum: m/e, 230 (P); m/e, 231 (P+1); m/e, 232 (P+2).

Workup

  1. temperatureThe resulting mixture was then cooled to room temperature
  2. customthe precipitate which formed
  3. filtrationwas subsequently recovered by means of suction filtration
  4. washwashed with ethanol to ultimately afford 1.8 g

Sources & evidence

ORD record
ord-e515ae203fd4402abc4581d689e149ca
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

Loading…