1-Methyl-5-nitro-1H-imidazole-2-carbaldehyde → N-methyl-1-(1-methyl-5-nitroimidazol-2-yl)methanimine oxide
Reaction equation
[CH2:1]([N:3]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]1[CH:11]=[N+:12]([CH3:14])[O-:13])C.C(N1C([N+]([O-])=O)=CN=C1C=[N+](C)[O-])CC.CN1C([N+]([O-])=O)=CN=C1C=[N+](CC1C=CC=CC=1)[O-].Cl.C(NO)C1C=CC=CC=1.CN1C([N+]([O-])=O)=CN=C1C=O>>[CH3:1][N:3]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]1[CH:11]=[N+:12]([CH3:14])[O-:13]Participants
6
Reactant 5
Product 1
Procedure
The corresponding α-(1-ethyl-5-nitroimidazol-2-yl)-N-methylnitrone, α-(1-propyl-5-nitroimidazol-2yl)-N-methylnitrone, and α[1-(2'-acetoxyethyl)-5-nitroimidazol-2-yl]-N-methylnitrone can be prepared in a similar fashion utilizing the respectively 1-substituted-2-formyl-5-nitroimidazoles disclosed in Examples 3 and 5. The corresponding α-(1-methyl-5-nitroimidazol-2-yl)-N-benzylnitrone can also be prepared using N-benzylhydroxylamine hydrochloride in the above reaction with 1-methyl-2-formyl-5-nitroimidazole.
Sources & evidence
- ORD record
- ord-5be3636738ed41fca0b18d9339d0073a
- Source dataset
- uspto-grants-1977_03
- Patent number
- US04010176
Reaction notes
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