Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 3-Nitrophenethyl methanesulfonate | HCID 21973884 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 56615066 | HCID 56615066 | 91.2% |
Reaction Steps
A solution of 3-nitrophenethyl methanesulfonate (6 g, 24.5 m mol) in DMF (30 mL) was stirred at room temperature, then sodium methyl mercaptide (22 g, 20%) was added, followed by stirring at 70° C. overnight. Water was added to terminate the reaction. The aqueous layer was extracted with ethyl acetate 3 times. The combined organic phase was washed with brine, dried over sodium sulfate and concentrated to give methyl(3-nitrophenethyl)sulfane (4.4 g, yield 91%). 1H NMR: 400 MHz CDCl3 δ 8.09-8.07 (m, 2H), 7.53-7.56 (m, 1H), 7.49-7.45 (m, 1H), 3.03-2.99 (m, 2H), 2.81-2.78 (m, 2H), 2.16 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461134B2 |
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| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-05e9fd1eeda54e07b02839ccb0a0c74c |
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| Source note | uspto-grants-2013_06 |
|---|