HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 10353773, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-N-(2,6-dimethylphenyl)acetamide | HCID 70798 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10353773 | HCID 10353773 | 80.5% |
Reaction Steps
A mixture of 6.0 g of a 60% oil dispersion of sodium hydride in 90 ml of dimethylformamide was stirred and heated at 50° C. during the portionwise addition of 10.32 g of imidazole. After stirring for 20 minutes, 15.0 g of 2-chloro-N-(2,6-dimethylphenyl)acetamide was added and heating was continued for an additional 30 minutes. Water was added and the reaction mixture was evaporated to dryness. The residue was dissolved in 2N hydrochloric acid, washed with ether, made strongly basic with excess sodium hydroxide and the product was extracted with dichloromethane. The combined organic layers were dried with sodium sulfate and evaporated to give 14 g of N-(2,6-dimethylphenyl)-1H-imidazole-1-acetamide, mp 160°-162° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04891429 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-f9b69234f9c54cb5ad9136a731036774 |
| Source note | uspto-grants-1990_01 |