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ChemicalBook CAS DataBase List N-(4-methylphenyl)methanesulfonamide
4284-47-3

N-(4-methylphenyl)methanesulfonamide synthesis

10synthesis methods
-

Yield:4284-47-3 71%

Reaction Conditions:

with copper(l) chloride in 1-methyl-pyrrolidin-2-one;water at 120; for 40 h;Inert atmosphere;

Steps:

3.3. General Procedure for the Synthesis of N-Arylsulfonamides

General procedure: A pressure tube (10 mL) was charged with CuCl (1.0 mg, 0.01 mmol), p-toluenesulfinic acid sodium salt (2a, 107.2 mg, 0.6 mmol), p-methyl nitrobenzene (1a, 27.4 mg, 0.2 mmol) and purged withargon three times. NMP (0.6 mL) and H2O (7.2 L) were added by syringe. The resulting solution was stirred at 120 C for 40 h. After cooling to room temperature, the crude product mixture was diluted with ethylacetate (15 mL) and washed with a saturated solution of NaCl (3 15 mL) and the organic layer was dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 6:1) to give 3a as whitesolid; yield: 40.3 mg (77%) (NMR spectra for all compounds shown in Supplementary Materials).

References:

Liu, Saiwen;Chen, Ru;Zhang, Jin [Molecules,2019,vol. 24,# 7,art. no. 1407]