HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | (E)-ethyl 3-(5-(benzylthio)-2-((4-bromo-5-fluoro-2-methoxyphenyl)amino)phenyl)-acrylate | HCID 117746844 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-one | HCID 117737044 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
(E)-ethyl 3-(5-(benzylthio)-2-((4-bromo-5-fluoro-2-methoxyphenyl)amino)phenyl)-acrylate (0.400 g, 0.775 mmol was added to a flask followed by MeOH (10.00 mL) and sodium methoxide (1.6 mL, 1.641 mmol). The flask was fitted with reflux condensor and heated to 100° C. for 1 hour. The reaction was cooled to RT and poured into 20 mL HCl (IN). Extracted with EtOAc (3×), dried over magnesium sulfate and filtered. The resulting material was concentrated and used without further purification to yield 0.362 g of 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-one. m/z (ESI) 516.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212182B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-a1cbb8a26c8a4e3fa42b12426d73ffdc |
| Source note | uspto-grants-2015_12 |