HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1,2-dimethyl-1H-imidazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methyl-1H-imidazole-4-carboxaldehyde | HCID 2795878 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,2-dimethyl-1H-imidazole-5-carbaldehyde | HCID 3159610 | 22% |
| Product | 1,2-Dimethyl-1H-imidazole-4-carbaldehyde | HCID 33728464 | 2% |
Reaction Steps
According to Step 1 of Reference Example 8-47, by use of 2-methyl-1H-imidazole-5-carbaldehyde (500 mg, 4.54 mmol) dissolved in N,N-dimethylformamide (7.5 mL), potassium carbonate (1.25 g, 9.08 mmol) and methyl iodide (0.311 mL, 4.99 mmol), the mixture was stirred and reacted at room temperature for 3 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=20/1) was performed to give 1,2-dimethyl-1H-imidazole-5-carbaldehyde (125 mg, yield: 22%) and 1,2-dimethyl-1H-imidazole-4-carbaldehyde (12.7 mg, yield: 2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673908B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-f29afb3de6704ce0ab09ef10703fb7f8 |
| Source note | uspto-grants-2014_03 |