HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 19076543, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,4-Dimethoxybenzenesulfonyl chloride | HCID 2734626 | — |
| Reactant | HCID 19076367 | HCID 19076367 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19076543 | HCID 19076543 | — |
Reaction Steps
A solution of 0.3 g of 3-amino-5-chloro-1,3-dihydro-3-phenylindol-2-one in 7 ml of DMF is cooled to 0° C. under an argon atmosphere and 0.037 g of sodium hydride as an 80% dispersion in oil is added. After stirring for 20 minutes, 0.275 g of 2,4-dimethoxybenzenesulfonyl chloride is added and the reaction mixture is stirred overnight, the temperature being allowed to rise to RT. It is poured into water, extracted with AcOEt, washed with water and with a saturated solution of NaCl, dried over sodium sulfate and evaporated under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (95/5; v/v) as the eluent to give the expected product after crystallization from a DCM/iso ether/hexane mixture. m=0.31 g. M.p.=108°-110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05594023 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-dcd6d8956a77418c9987f5d137615d2e |
| Source note | uspto-grants-1997_01 |