Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 6-Chlorohexanesulfonyl chloride | HCID 11063927 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22111599 | HCID 22111599 | 96.4% |
Reaction Steps
6-Chlorohexanesulfonyl chloride (6.57g, 30 mmol) was added dropwise to a solution of diethyl ether (60 ml) and a 12% acetonitrile solution of dimethylamine (24.8 g, 66 mmol) with stirring under ice-cooling. Thereafter, the mixture was stirred at the same temperature for 20 minutes. The reaction mixture was concentrated in vacuo. Thereafter, the concentrate was diluted with diethyl ether (60 ml). The resulting solution was washed twice with water (10 ml) and then with brine (10 ml), and thereafter dried over anhydrous magnesium sulfate. Subsequently, the solvent was removed by evaporation in vacuo. The crude product was purified by column chromatography on silica gel with ethyl acetate-n-hexane (1:4), to give N,N-dimethyl-6-chlorohexanesulfonamide (6.59 g) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06172228B2 |
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| Source dataset | uspto-grants-2001_01 |
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| ORD ID | ord-c5915c6aab864546bf38a10ec777da21 |
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| Source note | uspto-grants-2001_01 |
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