Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | N-Phenylethanethioamide | HCID 820777 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13115188 | HCID 13115188 | 73% |
Reaction Steps
Next, 4.5 g of sodium ethoxide, 9.8 g of thioacetanilide, and 50 mL of ethanol were put in a 100 mL three-neck flask, and stirred at room temperature for 1 hour. Then, 5.3 mL of iodoethane was added to this mixture, and heated and stirred at 60° C. for 5 hours to be reacted. After the reaction, ethanol was distilled off under a reduced pressure to give a brown oily substance. This oily substance was dissolved in dichloromethane, and washed with water and then a saturated aqueous solution of sodium hydrogen carbonate. Anhydrous magnesium sulfate was added to the resulting organic layer for drying. After the drying, the solution was subjected to gravity filtration. The resulting filtrate was concentrated, so that N-[1-(ethylsulfanyl)ethylidene]aniline was prepared (a brown solid, yield: 73%). The synthetic scheme of Step 2 is shown by (b-2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09065061B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-33946d52a35040a6834d7d64260c40c6 |
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| Source note | uspto-grants-2015_06 |
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