Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-(2-Aminophenyl)sulfanylbenzonitrile | HCID 366233 | — |
| Reactant | p-Acetoxybenzoyl chloride | HCID 2756254 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 20084520 | HCID 20084520 | 82.9% |
Reaction Steps
In 60 ml of ether were dissolved 2.6 g of 2-(2-aminophenylthio)benzonitrile (prepared in accordance with Reference Example 5, Step 4) and 2.8 g of pyridine, followed by dropwise addition of a solution of 2.7 g of 4-acetoxybenzoyl chloride in ether with ice-cooling and stirring. After completion of dropwise addition, the mixture was stirred at room temperature for 10 hours. The ether was then distilled off and ethanol was added to the residue. The resulting crystals were collected by filtration and washed with ethanol. The crystals were then suspended in 70 ml of ethanol, and after 7 ml of 10% aqueous sodium hydroxide solution was added, the mixture was stirred at room temperature for 1 hour. The reaction mixture was acidified with concentrated hydrochloric acid and diluted with water. The crystals separated out therefrom were collected by filtration and dried to give 3.3 g of the title compound as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05399703 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-1369ea0d37854cc3a45b341d2921cec0 |
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| Source note | uspto-grants-1995_03 |
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