HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 5-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Reactant | 5-bromo-1-methyl-1H-imidazole-4-carbaldehyde | HCID 12742278 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde | HCID 86652214 | 61.2% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A mixture of benzenesulfinic acid sodium salt (0.065 g), 5-bromo-1-methyl-1H-imidazole-4-carbaldehyde (0.037 g) and dimethyl sulfoxide (2.0 mL) was heated by microwave irradiation at 180° C. for 10 minutes. The mixture was treated with additional benzenesulfinic acid sodium salt (0.065 g), and heated by microwave irradiation at 180° C. for 40 minutes. The mixture was diluted with ethyl acetate, washed with water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was triturated with cyclohexane to afford a yellow solid. The solid was collected by filtration, washed with cyclohexane and dried to afford the title compound (0.030 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394836B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-3fbf8903b7da4cb3875cfe3b5be1b0ca |
| Source note | uspto-grants-2013_03 |