ChemicalBook CAS DataBase List p-Toluenesulfonamide

p-Toluenesulfonamide synthesis

12synthesis methods

Product Name:p-Toluenesulfonamide
CAS Number:70-55-3
Molecular formula:C7H9NO2S
Molecular Weight:171.22

4917-56-0
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70-55-3
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Yield:70-55-3 99%

Reaction Conditions:

with hydrogenchloride;[bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) in dichloromethane;water at 40; for 10 h;Schlenk technique;

Steps:

4-Methylbenzenesulfonamide (TsNH2);¹⁸ Hydrolysis of Compound 6

In air, to a Schlenk tube were added compound 6 (79.7 mg, 0.40mmol),¹⁵ Ph3PAuNTf2 (5.9 mg, 0.02 equiv), anhydrous CH2Cl2 (6 mL) and HClconcd (12 M, 40 μL, 2.4 equiv). The resulting mixture was stirred at 40 °C overnight (about 10 h). Subsequently, the reaction was cooled to r.t., and the mixture was subjected to flash column chromatography for purification directly, using CH2Cl2-EtOAc as the eluent. White solid, yield: 67.6 mg (99%)

References:

Zhao, Yulei;Yuan, Yang;Kong, Lingkai;Zhang, Fangfang;Li, Yanzhong [Synthesis,2017,vol. 49,# 16,p. 3609 - 3618]

98-59-9 Synthesis