4-Methyl-N-(naphthalen-2-yl)benzenesulfonaMide synthesis
- Product Name:4-Methyl-N-(naphthalen-2-yl)benzenesulfonaMide
- CAS Number:18271-18-6
- Molecular formula:C17H15NO2S
- Molecular Weight:297.37
Yield:18271-18-6 88%
Reaction Conditions:
with copper(l) iodide;1,8-diazabicyclo[5.4.0]undec-7-ene in ethanol at 20; for 0.0833333 h;Chan-Lam Coupling;
Steps:
General procedure for the synthesis of N-arylsulfonamide
General procedure: A 10 mL round bottom flask was charged with arylboronic acid (1 mmol), DBU (3 mmol), ethanol (2 mL) then CuI (10 mol%) and TsNBr2 (1.2 mmol) was added and stirred for 5-20 min at room temperature. After completion of the reaction as indicated by TLC, the reaction mixture was quenched by adding sodium thiosulphate (200mg approximately), and stirring was continued for nearly 20 min. The reaction mixture was then extracted with ethyl acetate (3x20 ml), dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography on silicagel (230-400) mesh with petroleum ether-ethyl acetate as eluent.
References:
Loukrakpam, Dineshwori Chanu;Phukan, Prodeep [Tetrahedron Letters,2017,vol. 58,# 52,p. 4855 - 4858] Location in patent:supporting information
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