p-Toluenesulfonamide

Chemical properties

White leaflets. Soluble in alcohol; very slightly soluble inwater.Combustible.

The Uses of p-Toluenesulfonamide

p-Toluenesulfonamide was used to prepare the precursor required for synthesis of ethyl 6-phenyl-1-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate.

The Uses of p-Toluenesulfonamide

4-Tolylsulfonamide is a carbonic anhydrase inhibitor used the synthesis of antiglaucoma and anticancer drugs.

The Uses of p-Toluenesulfonamide

Used in the manufacture of plasticizer, disinfectant, fungicide, fungicides, wood brightener. Also can be used in the production of synthetic resin, the coating, the fluorescent dye, pharmaceutical, etc.

Definition

ChEBI: A sulfonamide that is benzenesulfonamide bearing a methyl group at position 4.

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 4327, 1982 DOI: 10.1021/jo00143a031
Synthetic Communications, 20, p. 293, 1990 DOI: 10.1080/00397919008052297
Synthesis, p. 1031, 1986 DOI: 10.1055/s-1986-31862

General Description

p-Toluenesulfonamide undergoes FeCl₃-catalyzed direct substitution reaction with benzylic and allylic alcohols.It is employed as nucleophile in tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction.

Purification Methods

Crystallise the amide from hot water, then from EtOH or Et2O/pet ether. [Beilstein 11 H 104, 11 IV 376.]