Acetic Acid → HCID 19421444, compound

HRID 744003Notes

Reaction equation

HRID 744003 reaction equation
Cl[C:2]1[C:3]2[N:4]([C:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:16][N:17]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[CH:7][CH:6]=2.C(O)(=[O:25])C>>[CH2:21]([O:20][C:18]([C:15]1[N:4]2[C:5]3[C:10]([NH:11][C:2](=[O:25])[C:3]2=[N:17][N:16]=1)=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[CH:7][CH:6]=3)=[O:19])[CH3:22]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 19421437HCID 19421437, compound

Product 1

HCID 19421444HCID 19421444, compoundYield 90%

Conditions

Temperature
25 °C

Procedure

A mixture of 1.5 g (~4.7 mmol) of 4-chloro-1-ethoxycarbonyl-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline and 25 ml of glacial acetic acid was refluxed for 60 min. After cooling to 25° C. the precipitate was filtered off to give 1.5 g of a crude product. Purification by column chromatography (silica gel; eluent: ethyl acetate) gave 1.2 g (~90%) of the title compound.

Workup

  1. temperaturewas refluxed for 60 min
  2. filtrationwas filtered off
  3. customto give 1.5 g of a crude product
  4. customPurification by column chromatography (silica gel; eluent: ethyl acetate)

Sources & evidence

ORD record
ord-05fbc15c66eb4ca7912a1b17abe5e2ce
Source dataset
uspto-grants-1996_09
Patent number
US05559106

Reaction notes

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