Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 12832958 | HCID 12832958 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20504108 | HCID 20504108 | 68% |
Reaction Steps
In 350 ml of ethanol was dissolved 33.0 g of 4'-bromo-2'-fluoro-2-oxocyclohexane-1-thiocarboxanilide, and a solution of 7.0 g of potassium cyanide in 35 ml of water was added to the solution with stirring at room temperature over a 10-minute period, followed by adding 9.2 ml of concentrated hydrochloric acid at 10° to 20° C. over a 1 hour period, while cooling. After stirring was continued at room temperature for 1 hour, 30 ml of concentrated hydrochloric acid and 30 ml of water were added to the reaction mixture, and the mixture was warmed and stirred at 50° to 60° C. for 10 minutes. Upon cooling, there resulted crystals, which were collected by filtration, washed with dilute ethanol and dried, thereby producing 24.5 g (yield of 68%) of the subject compound. Recrystallization from ethanol yielded slightly yellow crystals, m.p. 163°-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04380466 |
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| Source dataset | uspto-grants-1983_04 |
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| ORD ID | ord-eb049a6ad0a346fe9f20e09ca2952d77 |
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| Source note | uspto-grants-1983_04 |
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