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Water → Imidazo-[1,2-a]-quinoxaline-2-carboxaldehyde oxime

HRID 236318
Notes
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Reaction equation

HRID 236318 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].O.[CH:10]1[N:14]2[C:15]3[C:20]([N:21]=[CH:22][C:13]2=[N:12][C:11]=1[CH:23]=O)=[CH:19][CH:18]=[CH:17][CH:16]=3>C(O)C>[CH:10]1[N:14]2[C:15]3[C:20]([N:21]=[CH:22][C:13]2=[N:12][C:11]=1[CH:23]=[N:2][OH:3])=[CH:19][CH:18]=[CH:17][CH:16]=3
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 13770471Imidazo[1,2-a]quinoxaline-2-carboxaldehyde

Product 1

HCID 86738403Imidazo-[1,2-a]-quinoxaline-2-carboxaldehyde oximeYield 84.8%

Reagents, catalysts & solvents 1

HCID 702
Ethanol
Solvent

Conditions

Temperature
90 °C

Procedure

A solution of 1.4 g of hydroxylamine hydrochloride, 1.9 g of sodium acetate and 5 ml of water was added to a suspension of 3.10 g of imidazo-[1,2-a]-quinoxaline-2-carboxaldehyde in 30 ml of ethanol and the mixture was stirred at 90° C. for 4 hours and was evaporated to dryness. The white crystalline residue was triturated with water and was filtered. The product was dried in vacuo over phosphorus pentoxide to obtain 2.83 g of imidazo-[1,2-a]-quinoxaline-2-carboxaldehyde oxime melting at 243°-245° C.

Workup

  1. customwas evaporated to dryness
  2. customThe white crystalline residue was triturated with water
  3. filtrationwas filtered
  4. dry with materialThe product was dried in vacuo over phosphorus pentoxide

Sources & evidence

ORD record
ord-9da8f10e400b418a9f91fbd590518864
Source dataset
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04644002

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes