Downstream synthetic route of Thiomorpholine 1,1-dioxide

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO120,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

A mixture of 143 (0.558 g; 2.54 mmol), thiomorpholine-l, l-dioxide (0.516 g; 3.82 mmol), EDCI (0.585 g; 3.05 mmol) and HOBT (0.344 g; 2.54 mmol) in methylene chloride (10 ml) was stirred at room temperature under argon atmosphere for 24 hours. The crude mixture was dissolved in ethyl acetate and washed with a 2 N [NAOH] solution. The organic layer was dried on magnesium sulphate, evaporated and purified by flash chromatography eluting with a gradient [5-10percent] of 3.5 N NH3 in MeOH/methylene chloride to give 144 as an oil. Yield: 82percent [1H] NMR [(CDC13)] : 1.43 (m, 1H); 2.13 (m, 1H) ; 2.27 (m, 1H); 2.48 (m, [3H)] ; 2.66 (m, 3H); 2.99 (m, 4H); 3.54 (d, J = 13 Hz, 1H) ; 3.62 (d, J = 13 Hz, 1H); 3.92 (m, 2H); 4.07 (m, [2H)] ; 7.26 (m, 2H); 7.30 (m, 3H).

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/18480; (2004); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem