Potassium Cyanide → HCID 22907086, compound

To a solution of potassium cyanide (5.6 g) and ammonium chloride (5.06 g) in water (17 mL) was added a solution of tetrahydrothiopyran-4-one (10 g) in methanol (22 mL) and the mixture was refluxed under heating overnight. After cooling to room temperature, to the reaction mixture was added an aqueous 1N sodium hydroxide solution. The mixture was extracted with diethyl ether and the organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo and to a solution of the residue in diethyl ether was added 4N HCl-ethyl acetate. The precipitates were collected by filtration to give 4-amino-4-cyano-tetrahydrothiopyrane hydrochloride (13.6 g, yield: 88%) as a colorless solid.

1. temperaturethe mixture was refluxed
2. temperatureunder heating overnight
3. extractionThe mixture was extracted with diethyl ether
4. dry with materialthe organic layer was dried over magnesium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated in vacuo and to a solution of the residue in diethyl ether
7. additionwas added 4N HCl-ethyl acetate
8. filtrationThe precipitates were collected by filtration

ORD record

ord-cc3d379fa82642a98ee7401e7309a5df

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07872006B2