Potassium Cyanide → 2-Amino-3-methanesulfonyl-2-methyl-propionitrile

To a solution of 1-(methylsulfonyl)propan-2-one (CAN 5000-46-4, 15 g, 110 mmol) in water (60 ml) and ammonia aqueous 25% (10 ml) was added ammonium chloride (7.07 g, 132 mmol). The reaction mixture was stirred at room temperature for 1 hour followed by addition of potassium cyanide (9.32 g, 143 mmol). The reaction mixture was then stirred at room temperature for 18 hours. The reaction mixture was then poured into a mixture of ice/water and the aqueous phase was extracted three times with ethylacetate. The organic phases were combined, dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a heptane/ethylacetate gradient to yield the title compound (8.12 gr, 45%) as a light yellow solid. MS (ESI, m/z): 163.2 (M+H+).

1. stirringThe reaction mixture was then stirred at room temperature for 18 hours
2. extractionthe aqueous phase was extracted three times with ethylacetate
3. dry with materialdried over sodium sulfate
4. customevaporated down to dryness
5. customThe crude material was purified by flash chromatography on silica eluting with a heptane/ethylacetate gradient

ORD record

ord-2a369ad5ad874021bac677aeadd5325b

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09409866B2