Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | alpha-Chloro-m-nitrotoluene | HCID 12078 | — |
| Reactant | 1-Propanethiol, sodium salt (1:1) | HCID 4681725 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3-Nitrobenzyl)(propyl)sulfane | HCID 67173878 | 91.2% |
Reaction Steps
A solution of 1-(chloromethyl)-3-nitrobenzene (10.0 g, 58.1 mmol) in DMF (30 mL) was stirred at room temperature, then sodium propane-1-thiolate (5.7 g, 58.1 mmol) was added, followed by stirring at 60° C. overnight. After water was added, 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 (3-nitrobenzyl)(propyl)sulfane (11.2 g, yield 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08461134B2 |
|---|
| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-3f06213bfa9f4e0b9899ac993d41d6e2 |
|---|
| Source note | uspto-grants-2013_06 |
|---|
