HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenamine, 3-(methylthio)- → (3-Methylsulfanyl-phenylamino)-phenyl-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenamine, 3-(methylthio)- | HCID 15693 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl bromophenylacetate | HCID 97780 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (3-Methylsulfanyl-phenylamino)-phenyl-acetic acid ethyl ester | HCID 59401206 | 79% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Ethyl 2-bromo-2-phenylacetate (0.22 mL, 1.23 mmol), 3-(methylthio)aniline (0.22 mL, 1.85 mmol), and DIPEA (0.32 mL, 1.85 mmol) are dissolved in acetonitrile (3 mL) and heated under microwave irradiation at 100° C. for 1 hour. Acetonitrile is evaporated and the crude residue is purified by flash chromatography (petroleum ether/EtOAc=85/15) to obtain intermediate I98 as a colorless oil (292 mg, 79% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455646B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-3687c98af0544aa1acc9f19eb8876482 |
| Source note | uspto-grants-2013_06 |