HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamidine monohydrochloride → Ethyl 2,4-dimethylpyrimidine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamidine monohydrochloride | HCID 67170 | — |
| Reactant | Ethyl 2-acetyl-3-(dimethylamino)acrylate | HCID 3806790 | — |
| Reactant | Ethanol sodium ethoxide | HCID 23706232 | — |
| Product | Ethyl 2,4-dimethylpyrimidine-5-carboxylate | HCID 295888 | 76% |
Reaction Steps
Acetamidine hydrochloride was added to a 10% sodium ethoxide-ethanol solution (410 mL, 0.53 mol) at room temperature. Then, ethyl 2-acetyl-3-(dimethylamino)acrylate (98 g, 0.53 mol) was added to the mixture, and the mixture was heated under reflux for 24 hrs. Ethanol was evaporated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The extract was washed with water, dried and the solvent was evaporated. The residue was distilled under reduced pressure to give the title compound (73 g, yield 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07199124B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-4a6f7c3a238d4e00a276c7f279876821 |
| Source note | uspto-grants-2007_04 |