ChemicalBook CAS DataBase List 4-Aminotetrahydrothiopyran-4-carbonitrile

4-Aminotetrahydrothiopyran-4-carbonitrile synthesis

4synthesis methods

Product Name:4-Aminotetrahydrothiopyran-4-carbonitrile
CAS Number:50289-20-8
Molecular formula:C6H10N2S
Molecular Weight:142.22

1072-72-6 Synthesis

1072-72-6
273 suppliers
$10.00/1g

4-Aminotetrahydrothiopyran-4-carbonitrile

50289-20-8
24 suppliers
inquiry

Yield: 86%

Reaction Conditions:

with ammonium chloride in methanol;water

Steps:

1.A PART A
PART A Preparation of 4-amino-4-cyanotetrahydrothio-pyrane Sodium cyanide (2.11 g, 43 mmol) was dissolved in water (40 mL). Ammonium chloride (2.53 g, 47.3 mmol) was added followed by a solution of tetrahydrothiopyran-4-one (5.0 g, 43 mmol) in methanol (40 mL). The mixture was stirred at room temperature under N₂ overnight. The mixture was diluted with H₂ O and extracted with methylene chloride. The combined organic layer was washed with brine, dried over MgSO₄ and concentrated. The residue was chromatographed on silica gel eluding with hexane-ethyl acetate (1:1) to give 5.28 g of white solid (86%). MS m/e 143.0 (M+H)+; ¹ H-NMR (CDCl₃ /FMS) δ1.60-2.00 (m, 4H, CH₂), 2.25 (d, 2H, CH₂), 2.62-3.00 (m, 4H, CH₂ and NH₂); IR (KBr, cm^-1) 2218.6 (s, CN), 3371.3 3302.5 (d, NH₂).