Ethyl orthopropionate → 4,8-Dichloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 464297Notes

Reaction equation

HRID 464297 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]([Cl:14])[CH:8]=2)[N:3]=1.[C:15](OCC)(OCC)(OCC)[CH2:16][CH3:17]>>[Cl:1][C:2]1[C:11]2[N:10]([C:15]([CH2:16][CH3:17])=[N:13][N:12]=2)[C:9]2[C:4]([N:3]=1)=[CH:5][CH:6]=[C:7]([Cl:14])[CH:8]=2

Participants

3

Reactant 2

HCID 66995Ethyl orthopropionateHCID 14733462,6-Dichloro-3-hydrazinylquinoxaline

Product 1

HCID 133857214,8-Dichloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalineYield 62%

Procedure

2,6-Dichloro-3-hydrazinoquinoxaline (1.0 g., 0.0044 mole), the product of Preparation L(a), was refluxed with 15 ml. of triethyl orthopropionate for 4 hours and cooled to room temperature. The precipitate was recovered by filtration, washed with cyclohexane and air dried to afford 730 mg. (62% yield) of 4,8-dichloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. >250° C. Mass spectrum: m/e, 266 (P); m/e, 268 (P.+2).

Workup

  1. temperaturewas refluxed with 15 ml
  2. filtrationThe precipitate was recovered by filtration
  3. washwashed with cyclohexane and air
  4. customdried
  5. customto afford 730 mg

Sources & evidence

ORD record
ord-37d664edb9e64e5db26d68c113b48445
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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