The Production of Phenyl Sulphonylamino Alkanamides and N-aryl P-toluene sulphonamides with Potential Medical Use

• R. Onoabedje

  English

  Author

• Sunday Okafor

  English

  Author

• Ufgchechukwu C. Okorokfgh

  English

  Author

We present the synthesis of N-aryl p-toluene sulphonamides and novel phenylsulphonyl aminoalkanamides, both of which have major medical
applications. A product of the reaction between benzenesulphonylchloride 7 and valine was 3-methyl-2-[phenylsulphonyl)amino]butanoic acid 9.
This compound was further modified into 2- [acetyl (phenylsulphonyl) amino]-3-methyl butanoic acid 10 by the use of acetic anhydride in acetic
acid. The 11th intermediate, 2-[N-acetyl (phenylsulphonyl) amino]-3-methyl butanamide, was produced by reacting the latter with SOCl2 and the
former with NH3. Multiple phenyl sulphonylaminoalkanamides 13a–c were produced by reacting the intermediate with commonly accessible aryl
chlorides and bromides in a palladium-catalyzed process. In another synthesis, p- toluenesulphonylchloride (14) reacted with aqueous ammonia to
give 4-methyl benzenesulphonamide 15 

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