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

HRID 236318Notes

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

Participants

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

customwas evaporated to dryness
customThe white crystalline residue was triturated with water
filtrationwas filtered
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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