Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Phenyl 3-phenoxy-N-phenylacrylimidate | HCID 69127142 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69128432 | HCID 69128432 | 62.5% |
Reaction Steps
To DMF (5 ml) solution of phenyl N-phenyl-3-phenoxyacrylimidate (0.30 g) was added sodium salt of ethyl mercaptan (0.10 g) under ice-cooling, and stirred for three hours at the same temperature. Ethyl acetate (80 ml) was added to the reaction solution, and it was successively washed with water and aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. DMF (5 ml) and sodium salt of ethyl mercaptan (0.1 g) were added to the residue, and stirred for three hours at room temperature. Ethyl acetate (80 ml) was added to the reaction solution and it was successively washed with water and aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was isolated and purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain ethyl N-phenyl-3-(ethylthio)acrylimidate (0.14 g) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618329B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-e264912e35534a8b95c266395e430c0a |
|---|
| Source note | uspto-grants-2013_12 |
|---|