HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2-((2-ethoxyphenyl)amino)-4-oxo-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylate | HCID 13562776 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2-((2-ethoxyphenyl)amino)-4-oxo- | HCID 3062705 | 64.8% |
Reaction Steps
Ethyl 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylate (3.4 g) and sodium hydroxide (1 g) are added to water (50 ml), and the mixture is refluxed with stirring for 1 hour. After cooling, the reaction mixture is acidified with acetic acid, and the resulting solid is collected by filtration and recrystallized from DMF. The precipitate thus obtained is added to water (50 ml), and the mixture is refluxed with stirring for 1 hour. After cooling, the resulting product is collected by filtration and dried at 80° C. under reduced pressure to give 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylic acid (2 g). M.p. 226°-228° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04666915 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-1b19a7d30bda4e11b605edaabfb2ee02 |
| Source note | uspto-grants-1987_05 |