5-Nitrofurfural → HCID 53686313, compound

HRID 1492943Notes

Reaction equation

[N+:1]([C:4]1[O:8][C:7]([CH:9]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[F:11][C:12]1[CH:13]=[C:14]([C:28]2([O:34][CH3:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:15]=[C:16]([S:18][C:19]2[CH:27]=[CH:26][C:22]([CH2:23][O:24][NH2:25])=[CH:21][CH:20]=2)[CH:17]=1>>[F:11][C:12]1[CH:13]=[C:14]([C:28]2([O:34][CH3:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:15]=[C:16]([S:18][C:19]2[CH:27]=[CH:26][C:22]([CH2:23][O:24][N:25]=[CH:9][C:7]3[O:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)=[CH:21][CH:20]=2)[CH:17]=1

Participants

Reactant 2

HCID 127745-Nitrofurfural

HCID 19379934HCID 19379934, compound

Product 1

HCID 53686313HCID 53686313, compoundYield 58%

Procedure

Using an analogous procedure to that described in Example 6, 5-nitrofuran-2-carboxaldehyde was reacted with O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}hydroxylamine to give 5-nitrofuran-2-carboxaldehyde O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}oxime as a gum in 58% yield.

Sources & evidence

ORD record: ord-a9436033962c459f928b9f55880324cf
Source dataset: uspto-grants-1994_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05376680

Reaction notes

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