HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Cyclohexanedione → 2-Amino-4-(4,6-dimethoxypyrimid-5-yl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Cyclohexanedione | HCID 10434 | — |
| Reactant | 4,6-Dimethoxypyrimidine-5-carbaldehyde | HCID 4436645 | — |
| Reactant | Carbamimidoyl-acetic acid ethyl ester | HCID 4599837 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-4-(4,6-dimethoxypyrimid-5-yl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester | HCID 70635082 | 65% |
Reaction Steps
Upon boiling a solution of 5.7 g of 4,6-dimethoxypyrimidin-5-aldehyde, 3.8 g of cyclohexane-1,3-dione and 4.4 g of amidinoacetic acid ethyl ester in 80 ml of ethanol for 8 hours, 2-amino-4-(4,6-dimethoxypyrimid-5-yl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester of melting point 273°C (alcohol) is obtained. Yield: 65% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03971790 |
| Source dataset | uspto-grants-1976_07 |
| ORD ID | ord-7b70d09be2964070a4fbc55eb653f13d |
| Source note | uspto-grants-1976_07 |