N-tert-butylhydroxylamine → N-tert-Butyl-alpha-(2-sulfofuran-5-yl)nitrone

HRID 842978Notes

Reaction equation

HRID 842978 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].[C:13]([NH:17][OH:18])([CH3:16])([CH3:15])[CH3:14]>>[C:13]([N+:17]([O-:18])=[CH:1][C:3]1[O:7][C:6]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:5][CH:4]=1)([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 98586N-tert-butylhydroxylamineHCID 27240012-Formylfuran-5-sulfonateHCID 5360545Sodium2×

Product 1

HCID 73195190N-tert-Butyl-alpha-(2-sulfofuran-5-yl)nitroneYield 36%

Procedure

Following the procedure of Example 1 above and using 5-formylfuran-2-sulfonic acid, sodium salt hydrate and N-tert-butylhydroxylamine, the title compound was prepared in 36% yield as the sodium salt, m.p. 117-120° C. (dec.).

Sources & evidence

ORD record
ord-e2b308cce1534bb49b67012983a2d97c
Source dataset
uspto-grants-2002_04
Patent number
US06376540B1

Reaction notes

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