HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Cyclohexanedione → 2-Amino-4-(3-chlorophenyl)-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 | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Reactant | Carbamimidoyl-acetic acid ethyl ester | HCID 4599837 | — |
| Reactant | N,N-dimethylformamide ethanol | HCID 19794673 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-4-(3-chlorophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester | HCID 12391108 | 66% |
Reaction Steps
Upon boiling a solution of 7.1 g of 3-chlorobenzaldehyde, 5.6 g of cyclohexane-1,3-dione and 6.5 g of amidinoacetic acid ethyl ester in 150 ml of ethanol for 2 hours, 2-amino-4-(3-chlorophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester of melting point 266°C (ethanol/DMF) is obtained. Yield: 66% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03971790 |
| Source dataset | uspto-grants-1976_07 |
| ORD ID | ord-eaad69d5a9904e1bac89fec3820a1fa4 |
| Source note | uspto-grants-1976_07 |