HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 4-(Trifluoromethylthio)benzylidenemalononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | 4-[(Trifluoromethyl)sulfanyl]benzaldehyde | HCID 2777846 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Product | 4-(Trifluoromethylthio)benzylidenemalononitrile | HCID 22234975 | 93.4% |
Reaction Steps
First, 10.0 g of 4-(trifluoromethylthio)benzaldehyde and 2.92 g of malononitrile were dissolved in 50 ml of 70% (w/w) aqueous ethanol, to which a catalytic amount of benzyltrimethylammonium hydroxide was added, and the mixture was stirred at room temperature overnight. Then, a saturated aqueous sodium chloride solution was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was recrystallized with a solvent system consisting of t-butyl methyl ether and hexane to give 10.5 g of (4-(trifluoromethylthio)benzylidene)malononitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402691B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-87e2f05878ee4209af1c0bb1c5c4eacb |
| Source note | uspto-grants-2008_07 |