HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-one | HCID 21905955 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one | HCID 21905913 | — |
Reaction Steps
38 ml (0.518 mol) thionyl chloride were slowly added by drops to 100 g (0.345 mol) of the intermediate product 1a, 56 ml (0.695 mol) pyridine in 1 l methylene chloride at 0° C., and then stirred for approximately 30 minutes more. Then the reaction mixture was poured on to icy water and the organic phase was separated. This organic phase was then washed with water, dried and concentrated in a vacuum. The residue was treated with toluene a number of times and the organic solvent was removed in a vacuum each time. 79 g of the raw product were obtained and further reacted without further cleaning.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951807B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-6fd1ca05de294db6a5c76e158bcc37e6 |
| Source note | uspto-grants-2011_05 |