HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → Ethyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetate | HCID 66769061 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylate | HCID 136054462 | 40.6% |
Reaction Steps
To a solution of ethyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetate (1.96 g) in a mixed solvent of THF (60 ml)-ethanol (30 mL) was added dropwise sodium ethylate (20% ethanol solution, 2.82 g), and the mixture was stirred at room temperature for 12 hr. 10% Aqueous citric acid solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated, and the obtained crude crystals were washed with diisopropyl ether to give the title compound (738 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915267B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-fa8d502dcf6842908625bd78cd5d047a |
| Source note | uspto-grants-2011_03 |