Ethyl orthoformate → HCID 13385687, compound

HRID 464261Notes

Reaction equation

HRID 464261 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][NH2:13])[C:6]([O:14][CH3:15])=[N:5]2.[CH:16](OCC)(OCC)OCC>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[CH:16]=[N:13][N:12]=[C:7]1[C:6]([O:14][CH3:15])=[N:5]2

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 13385673HCID 13385673, compound

Product 1

HCID 13385687HCID 13385687, compound

Conditions

Temperature
100 °C

Procedure

A mixture consisting of 1.4 g. (0.0062 mole) of 6-chloro-2-hydrazino-3-methoxyquinoxaline and 20 ml. of triethyl orthoformate 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 1.0 g. (69%) of pure 7-chloro-4-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 250°-252° C.

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 1.0 g

Sources & evidence

ORD record
ord-08b70847509a4f4fb9c4ad41eba59aa0
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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