Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-chloro-1H-indole-2,3-dione | HCID 87203 | — |
| Reactant | 2,4-Dimethoxybenzenesulfonyl chloride | HCID 2734626 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21925384 | HCID 21925384 | 38.3% |
Reaction Steps
0.5 g of 60% sodium hydride in oil is added to a mixture of 3.6 g of 5-chloro-1H-indole-2,3-dione in 20 ml of DMF, and the mixture is stirred for 30 minutes at 20° C. 4.8 g of 2,4-dimethoxybenzenesulphonyl chloride are then added and the mixture is stirred at 20° C. for 1 hour. The resulting mixture is concentrated under vacuum (1.3 Pa), the residue is extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is triturated in iso ether and the precipitate formed is filtered off by suction. 2.9 g of the expected product are obtained after crystallization from hot EtOAc, m.p.=194.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07119086B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-eef63851a0bf4a09a09bd46716f22d63 |
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| Source note | uspto-grants-2006_10 |
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