Ethyl orthoformate → HCID 13385698, compound

HRID 2412890Notes

Reaction equation

HRID 2412890 reaction equation
[Cl:1][C:2]1[C:11]([NH:12][NH2:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([F:14])[CH:8]=2)[N:3]=1.[CH:15](OCC)(OCC)OCC>>[Cl:1][C:2]1[C:11]2[N:10]([CH:15]=[N:13][N:12]=2)[C:9]2[C:4]([N:3]=1)=[CH:5][CH:6]=[C:7]([F:14])[CH:8]=2

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 13385676HCID 13385676, compound

Product 1

HCID 13385698HCID 13385698, compound

Conditions

Temperature
100 °C

Procedure

A mixture consisting of 10 g. (0.047 mole) of 2-chloro-6-fluoro-3-hydrazinoquinoxaline and 80 ml. (0.47 mole) of triethyl orthoformate was heated under a nitrogen atmosphere with mechanical stirring in a preheated oil bath at 100° C. overnight (~16 hours). The resulting mixture was cooled to room temperature, and the precipitate which formed was subsequently recovered by means of suction filtration, washed with three-50 ml. portions of ethanol and air-dried to constant weight to ultimately afford 9.42 g. (91%) of pure 4-chloro-8-fluoro-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 310°-312° C. (decomp.). Mass Spectrum: m/e, 224, 223, 222 (P+).

Workup

  1. temperatureThe resulting mixture was cooled to room temperature
  2. customthe precipitate which formed
  3. filtrationwas subsequently recovered by means of suction filtration
  4. washwashed with three-50 ml
  5. dry with materialportions of ethanol and air-dried to constant weight to ultimately afford 9.42 g

Sources & evidence

ORD record
ord-700ead26aef14cd3ba598963779ac165
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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