Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 54205160 | HCID 54205160 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53993041 | HCID 53993041 | 86.3% |
Reaction Steps
To a solution of N-diphenylmethyl-1-benzenesulfonylindole-2-sulfonamide (12.40 g, 24.67 mmol) in 120 ml of N,N-dimethylformamide was portionwise added sodium hydride (60% in oil, 1.18 g, 29.61 mmol) with stirring at 0° C., and iodomethane (1.85 ml, 29.61 mmol) was added thereto. The resulting solution was heated to 50° C. and stirred for 3 hours, followed by stirring at 70° C. for 3.5 hours. The reaction solution was neutralized with a saturated aqueous solution of ammonium chloride, and water was added thereto followed by extraction with chloroform. The resulting organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to give 18.1 g of a crude product. The obtained crude product was washed with ethanol under heating to give 11.0 g (yield: 86%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05891902 |
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| Source dataset | uspto-grants-1999_04 |
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| ORD ID | ord-76a6aea1c6e646bd9cec59cfb933abdc |
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| Source note | uspto-grants-1999_04 |
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