HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → 1-Methyl-5-nitro-2-styrylimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Dimetridazole | HCID 3090 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | 2-Methyl-5-nitroimidazole | HCID 12760 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 5-Amino-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazole-4-carbonitrile | HCID 20368159 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-Methyl-5-nitro-2-styrylimidazole | HCID 327486 | — |
Reaction Steps
This intermediate, the 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04001230 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-00fc4f05fff94668a771e422511609b8 |
| Source note | uspto-grants-1977_01 |