Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium thiocyanate | HCID 516872 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(2-Amino-6-chlorophenyl)ethanone | HCID 22888697 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | HCID 86609751 | HCID 86609751 | — |
Reaction Steps
At a temperature of 65° C., sodium borohydride was added to a solution of 1-(2-amino-6-chloro-phenyl)-ethanone in ethanol, and the mixture was heated overnight (65° C.). Water, KSCN and HCl were then added subsequently, and the mixture was again heated (3 h, 65° C.). The majority of the title compound precipitated upon cooling and could be isolated in sufficiently pure form by filtration. A small additional amount of the desired product was obtained by workup of the mother liquor (evaporation of solvent, column chromatography [silica gel, solvent gradient n-heptan/ethyl acetate=100/0−60/40]). The title compound was obtained in a combined yield of 1.46 g (43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790732B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-c9f57a16dd08423cb961f38a6ab4fbab |
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| Source note | uspto-grants-2010_09 |
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