HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 3,5-dichloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-chloro-3-hydroxy-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one | HCID 67429850 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 3,5-dichloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one | HCID 67429329 | 84.8% |
Reaction Steps
To a solution of 3.00 g of compound obtained in Step 7-2-2 in CHCl3 (30 ml) was added sequentially 654 mg of Py and 984 mg of thionyl chloride under ice cooling, and the reaction mixture was stirred for 2 hours at the same temperature. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/4; v/v) to obtain 2.63 g of the title compound (orange color solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030499B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-6f786cfeef314e5188e46f59c5ccbcf5 |
| Source note | uspto-grants-2011_10 |