1-Methyl-5-nitro-1H-imidazole-2-carbaldehyde → N-methyl-1-(1-methyl-5-nitroimidazol-2-yl)methanimine oxide

HRID 1679300Notes

Reaction equation

[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH:10]=[N+:11]([CH2:13]C1C=CC=CC=1)[O-:12].Cl.C(NO)C1C=CC=CC=1.CN1C([N+]([O-])=O)=CN=C1C=O>>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH:10]=[N+:11]([CH3:13])[O-:12]

Participants

Reactant 3

HCID 784871-Methyl-5-nitro-1H-imidazole-2-carbaldehyde

HCID 11332622N-benzylhydroxylamine hydrochloride

HCID 86734515alpha-(1-methyl-5-nitroimidazol-2-yl)-N-benzylnitrone

Product 1

HCID 302288N-methyl-1-(1-methyl-5-nitroimidazol-2-yl)methanimine oxide

Procedure

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-f4c1d66eaf1e42f4907d760df652e0e2
Source dataset: uspto-grants-1978_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04080340

Reaction notes

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