2-Formylfuran-5-sulfonate → N-Propyl-alpha-(2-sulfofuran-5-yl)nitrone

HRID 1637311Notes

Reaction equation

[CH:1]([C:3]1[O:7][C:6]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:5][CH:4]=1)=O.[Na].[CH2:13]([NH:16][OH:17])[CH2:14][CH3:15]>>[CH2:13]([N+:16]([O-:17])=[CH:1][C:3]1[O:7][C:6]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:5][CH:4]=1)[CH2:14][CH3:15]

Participants

Reactant 3

HCID 27240012-Formylfuran-5-sulfonate

HCID 5360545Sodium2×

HCID 10148984N-propylhydroxylamine

Product 1

HCID 86754423N-Propyl-alpha-(2-sulfofuran-5-yl)nitroneYield 41%

Procedure

Following the procedure of Example 1 above and using 5-formylfuran-2-sulfonic acid, sodium salt hydrate and N-propylhydroxylamine, the title compound was prepared in 41% yield as the sodium salt, m.p. 230-233° C. (dec.).

Sources & evidence

ORD record: ord-f08d41052a23473c97ac87153db0c252
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06040444

Reaction notes

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