Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Calcium Carbonate | HCID 10112 | — |
| Reactant | Ici 222155 | HCID 195716 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15859749 | HCID 15859749 | 14.3% |
Reaction Steps
1.45 g (14.5 mmol) of calcium carbonate and then 2.3 g (10.9 mmol) of 4-chlorobenzenesulphonyl chloride are successively added to a mixture of 1.8 g (7.37 mmol) of 3,5-dimethyl-4-[(nitromethyl)sulphonyl]aniline in 45 ml of anhydrous tetrahydrofuran. The reaction medium is stirred for 27 h at room temperature and then poured into 200 ml of water. This mixture is extracted 3 times with methylene chloride. The combined organic extracts are washed with water, dried over sodium sulphate and concentrated to dryness under reduced pressure. The residue obtained is purified by chromatography on a column of silica (eluent: methylene chloride) and then by recrystallization from chloroform, to give 0.44 g (14%) of 4-chloro-N-[3,5-dimethyl-4-[(nitromethyl)sulphonyl]phenyl]benzenesulphonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06509499B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-8f535083f15a442998f48e48f4cfb9ce |
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| Source note | uspto-grants-2003_01 |
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