Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methoxy-alpha-toluenethiol | HCID 80407 | — |
| Reactant | HCID 2982277 | HCID 2982277 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 11537368 | HCID 11537368 | — |
Reaction Steps
To a suspension of N-ethyl-4-iodo-benzenesulfonamide 6 g in isopropanol 26 ml was added ethylene glycol 1.9 ml, potassium carbonate 4.68 g, cuprous iodide 320 mg and then 4-methoxybenzyl mercaptan 3.55 g. The mixture was heated at ˜80° C. for 16 h and then cooled, diluted with chloroform 250 ml and washed with water ×3, (any solid at the interface was filtered off). The organic solution was dried, MgSO4 and evaporated. The solid was triturated with cyclohexane ×2 and dried to give N-ethyl-4-(4-methoxy-benzylsulfanyl) -benzenesulfonamide, 5.98 g 92%. 1HNMR 7.63 (2H, d), 7.28 (2H, d), 7.18 (2H, d), 6.79 (2H, d), 4.40 (1H, m), 4.08 (1H, s), 3.72 (3H, s), 2.90 (2H, m), 1.03 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893077B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-1badb02964db4ac7b2974ee0e29a1a53 |
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| Source note | uspto-grants-2011_02 |
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