Benzene, (triethoxymethyl)- → 4-Chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 2412920

Reaction equation

HRID 2412920 reaction equation
[Cl:1][C:2]1[C:11]([NH:12][NH2:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.CCO[C:17](OCC)(OCC)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[Cl:1][C:2]1[C:11]2[N:10]([C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:13][N:12]=2)[C:9]2[C:4]([N:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

4

Reactant 2

HCID 74268Benzene, (triethoxymethyl)-HCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 8992904-Chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-3-hydrazinoquinoxaline (2.2 g., 0.011) mole) was mixed with 6 ml. of triethyl orthobenzoate and heated at 100° C. for 30 minutes. After cooling the orange mixture to room temperature, ethanol was added. Filtration of the resultant precipitate afforded 2.1 g. of crude product which was further purified by means of trituration with warm methanol, followed by filtration and air drying to ultimately yield 1.58 g. (51%) of pure 4-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxaline as an orange solid.

Workup

  1. filtrationFiltration of the resultant precipitate
  2. customafforded 2.1 g
  3. customof crude product which was further purified by means of trituration with warm methanol
  4. filtrationfollowed by filtration and air
  5. customdrying to ultimately yield 1.58 g

Sources & evidence

ORD record
ord-30202746205149a58a4efaeb0546e455
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Linked notes

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