HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178481484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanimidic acid, N-cyano-, ethyl ester | HCID 9920370 | — |
| Reactant | (+/-)-6-[amino-(4-chlorophenyl)methyl]-1-methyl-4-phenyl-2(1H)-quinolinone | HCID 21837488 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178481484 | HCID 178481484 | 88% |
Reaction Steps
Ethyl N-cyano-methanimidate (3.6 g) was added dropwise at room temperature to a solution of intermediate (5-b) (10.6 g) in ethanol (90 ml) and the mixture was stirred at room temperature for 48 hours. Water and ethyl acetate were added, the organic layer was decanted, washed with water, dried (MgSO4), filtered off and evaporated till dryness. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/NH4OH 97/3/0.1). The pure fractions were collected and evaporated, yielding 10.5 g (88%) of (±)-N-[[[(4-chlorophenyl)(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)methyl]amino]methylene]cyanamide (interm. 5-c).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05968952 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-d86fb029408b488298f1afd5c238e640 |
| Source note | uspto-grants-1999_10 |