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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437059Generated: October 31, 2026

Benzaldehyde → 1-Methyl-5-nitro-2-styrylimidazole

https://huagongshe.com/reaction/437059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantDimetridazoleHCID 3090—
ReactantDimethyl SulfateHCID 6497—
Reactant2-Methyl-5-nitroimidazoleHCID 12760—
ReactantSodium ethoxideHCID 2723922—
Reactant5-Amino-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazole-4-carbonitrileHCID 20368159—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
Product1-Methyl-5-nitro-2-styrylimidazoleHCID 327486—

Reaction Steps

An exemplary starting compound, 5-amino-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazole-4-carbonitrile, is readily synthesized starting from commercially-available 2-methyl-5-nitroimidazole. The 2-methyl-5-nitroimidazole is allowed to react with a suitable alkylating agent, such as dimethyl sulfate, in a suitable solvent, for example benzene, to yield the compound identified as 1,2-dimethyl-5-nitroimidazole. This latter compound is in turn allowed to react with benzaldehyde in the presence of a base, for example sodium ethoxide in absolute ethanol, to yield 1-methyl-5-nitro-2-styrylimidazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04029671
Source datasetuspto-grants-1977_06
ORD IDord-1b2a38706160455e8f021877c4027cc1
Source noteuspto-grants-1977_06