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

HRID 464268Notes

Reaction equation

HRID 464268 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 subsquently 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 subsquently recovered by means of suction filtration
  4. washwashed with ethanol to ultimately afford 1.8 g

Sources & evidence

ORD record
ord-e18445261c1b45e7baf4fe4628f9c6e0
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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