HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl chloroformate → 5-Cyano-1-(2,4-dimethoxybenzenesulfonyl)-3-(2-ethoxyphenyl)-2-oxo-2,3-dihydro-1-H-indol-3-yl phenyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 5-Cyano-1-(2,4-dimethoxybenzenesulfonyl)-3-hydroxy-3-(2-ethoxyphenyl)-indol-2-one | HCID 66592993 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Cyano-1-(2,4-dimethoxybenzenesulfonyl)-3-(2-ethoxyphenyl)-2-oxo-2,3-dihydro-1-H-indol-3-yl phenyl carbonate | HCID 86632804 | 65.1% |
Reaction Steps
1.5 g (3.0 mmol) of the product 1c were dissolved in 30 ml of pyridine. At 0° C., 1.7 g (10.6 mmol) of phenyl chloroformate were rapidly added dropwise. This reaction solution was stirred for 60 minutes before being stirred into ice-water. The resulting precipitate was isolated, dissolved in methylene chloride, dried and concentrated in vacuo. The resulting residue was crystallized with Et2O/n-pentane. 1.2 g of the intermediate were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129389B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-f06af42dbc57412e98e1e2a7cf4a1703 |
| Source note | uspto-grants-2012_03 |