HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(5-Amino-2-chloro-4-fluorophenylthio)-4-bromobutyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2,4-dibromobutanoate | HCID 296716 | — |
| Reactant | Benzenethiol, 5-amino-2-chloro-4-fluoro- | HCID 11019406 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 2-(5-Amino-2-chloro-4-fluorophenylthio)-4-bromobutyric acid methyl ester | HCID 53935724 | — |
Reaction Steps
28.6 g of 2,4-dibromobutyric acid methyl ester are added dropwise at room temperature to a mixture of 17.8 g of 5-amino-2-chloro-4-fluoro-thiophenol and 15.2 g of potassium carbonate in 160 ml of methyl ethyl ketone (exothermic reaction). The reaction mixture is then heated under reflux for 2 hours. After cooling of the reaction mixture, the inorganic portion of the mixture is filtered off and washed with methyl ethyl ketone. Concentration of the organic solution by evaporation and chromatographic purification of the residue by means of silica gel chromatography yield 25.5 g of 2-(5-amino-2-chloro-4-fluoro-phenylthio)-4-bromobutyric acid methyl ester having a melting point of from +97° to +99° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05180418 |
| Source dataset | uspto-grants-1993_01 |
| ORD ID | ord-119204aaddc34562a1a9e5352e3ea089 |
| Source note | uspto-grants-1993_01 |