N-(2-chlorophenyl)benzenesulfonamide synthesis
- Product Name:N-(2-chlorophenyl)benzenesulfonamide
- CAS Number:21226-30-2
- Molecular formula:C12H10ClNO2S
- Molecular Weight:267.73
Yield:21226-30-2 72%
Reaction Conditions:
with dichloro bis(acetonitrile) palladium(II);silver(I) acetate in 1,4-dioxane;dimethyl sulfoxide at 120; for 24 h;Inert atmosphere;Schlenk technique;
Steps:
General procedure for the synthesis of 3
General procedure: Under the argon atmosphere, a Schlenk tube (15 mL) equipped with a magnetic bar was loaded with the sulfonamide 1 (0.5 mmol), sodium arylsulfinates 2 (0.6 mmol, 1.2 equiv.), Pd(MeCN)2Cl2 (6.5 mg, 5 mol%) and AgOAc (166.9 mg, 1.0 mmol) in one portion. Then, the mixture of 1,4-dioxane/DMSO (3.5 mL in a 9:1 ratio) was added to obtain a clear solution and the reaction mixture was allowed to stir at 120 °C for 24 h. After cooling to room temperature, the mixture was filtered through a short celite pad and washed with dichloromethane (15 mL 3). The filtrate was concentrated and the oily crude product was purified by column chromatography using silica gel (200-300 mesh) as stationary phase and a petroleum ether and ethyl acetate (3/1) as eluent to give the N-aryl sulfonamides 3 in noted yields.
References:
Zhao, Zijian;Lian, Yan;Zhao, Chang;Wang, Bing [Synthetic Communications,2018,vol. 48,# 12,p. 1436 - 1442] Location in patent:supporting information
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