Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,1,2,2-Tetrachloroethylsulfenyl chloride | HCID 14453 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12803012 | HCID 12803012 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | HCID 12803013 | HCID 12803013 | 35% |
Reaction Steps
A 5.76 g (0.072 mol) 50% aqueous solution of sodium hydroxide was added slowly to a solution of 8.6 g (0.036 mol) N-cyclopentyl bromomethanesulfonamide, 8.6 g (0.036 mol) 1,1,2,2-tetrachloroethylsulfenyl chloride, and about 0.1 g benzyltriethyl ammonium chloride in 200 mol dichloromethane cooled to 0° C with an ice bath. The reaction mixture was then stirred at 0° C for 2 hours, washed with water, dried over magnesium sulfate and evaporated to give a brown oil. The oil was chromatography over silica gel with dichloromethane/petroleum-ether elution to give 5.5 g (35% yield) of the product, as a grey solid, m.p. 59°-60° C. The elemental analysis for the product is tabulated in Table I under compound No. 9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04068000 |
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| Source dataset | uspto-grants-1978_01 |
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| ORD ID | ord-6f147786807f4c49bc0eb5380ca9a050 |
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| Source note | uspto-grants-1978_01 |
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