Para Toluene Sulfon Amide, Para Tosyl Amine, Para Methyl Benzene Sulfon Amide, p-Toluenesulfonamide, p-Tosylamide, PTSA, 70-55-3

Para Toluene Sulfon Amide, Para Tosyl Amine, Para Methyl Benzene Sulfon Amide, p-Toluenesulfonamide, p-Tosylamide, PTSA, 70-55-3

p-Toluenesulfonamide (p-Tosylamide)

• Formula: CH₃C₆H₄SO₂NH₂

• Nature: Neutral crystalline solid, used as a functional reagent.

• Sectoral Applications:

  • Pharmaceuticals: Protecting group for amines, precursor for sulfonamide derivatives.

  • Polymer Chemistry: Building block for specialty polymers.

  • Fine Chemicals: Selective reagent in organic synthesis.

• Usage Amounts:

  • Applied in stoichiometric quantities (equal to or slightly more than the amine substrate).

  • Excess reagent may complicate downstream purification.

Key Difference in Practice

• PTSA: Sector-wide catalyst, small amounts but strong effect.

• p-Toluenesulfonamide: Sector-specific reagent, used in full stoichiometric proportions.

Here’s a sectoral compliance and usage suitability table for both p-Toluenesulfonic Acid (PTSA) and p-Toluenesulfonamide (p-Tosylamide):

Key Takeaways

• PTSA → Strong acid catalyst, sectorally suitable for chemical, polymer, textile industries. Usage is low concentration but requires strict handling.

• p-Toluenesulfonamide → Sectorally suitable for pharmaceuticals and fine chemicals, used in stoichiometric amounts as a protecting group or intermediate.

p-Toluenesulfonamide (p-Tosylamide)

• CAS Number: 70-55-3

• Other Names:

  • p-Tosylamide

  • 4-Methylbenzenesulfonamide

  • p-Methylbenzenesulfonamide

  • Tosylamine

Sectoral Uses & Why It’s Preferred

• Pharmaceuticals

  • Used as a protecting group for amines and precursor for sulfonamide drugs.

  • Preferred for its stability, selectivity, and ease of removal in deprotection steps.

• Polymers & Plastics

  • Acts as a building block in specialty polymer synthesis.

  • Preferred for thermal stability and functional group control.

• Agrochemicals

  • Intermediate in pesticide and herbicide synthesis.

  • Preferred for controlled reactivity and reliable synthesis pathways.

• Cosmetics & Fine Chemicals

  • Occasionally used in specialty formulations as an intermediate.

  • Preferred for regulatory compliance (REACH registered) and predictable reactivity.

Processes

• Protection/Deprotection Reactions: Temporarily blocks amine groups to allow selective transformations.

• Sulfonamide Derivative Synthesis: Key step in producing antibacterial drugs and other therapeutic agents.

• Polymerization: Used in preparing functional monomers for advanced materials.

Production

• Starting Material: p-Toluenesulfonyl chloride (derived from p-Toluenesulfonic acid).

• Reaction: Amidation with ammonia or amines → yields p-Toluenesulfonamide.

• Product: White crystalline solid, typically >95% purity.

Alternatives

• Benzenesulfonamide

• Methanesulfonamide

• Other aromatic sulfonamides

Comparative Suitability Table

Summary:

• p-Toluenesulfonamide is the most suitable option for pharmaceutical and polymer sectors, thanks to its stability and selectivity.

• Alternatives (benzenesulfonamide, methanesulfonamide) can be used in certain processes but generally offer lower performance or sectoral relevance.