N, N-Dibenzylsulphanilic Acid

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N,N-dibenzylsulphanilic acid:

1. Synthesis: N,N-dibenzylsulphanilic acid can be synthesized by the reaction of sulfanilic acid


with benzyl chloride in the presence of a base, such as sodium hydroxide or potassium hydroxide.
The reaction typically occurs at elevated temperatures and in suitable solvents.

2. Chemical Properties: N,N-dibenzylsulphanilic acid is a white to off-white crystalline powder


with a molecular weight of 331.42 g/mol. It has a melting point range of approximately 160-
165°C. The compound is sparingly soluble in water but dissolves readily in organic solvents like
ethanol, methanol, and acetone.

3. Applications:

- Dye Synthesis: N,N-dibenzylsulphanilic acid is used as a key intermediate in the production of


various dyes and pigments, including acid dyes, reactive dyes, and metal complex dyes. It serves
as a building block in the synthesis of chromophores, imparting color to the final products.

- Medicinal Chemistry: The compound has been investigated for its potential pharmaceutical
applications. It exhibits biological activity, particularly as an inhibitor of certain enzymes and as a
ligand for metal complexes. Researchers have explored its antimicrobial, antioxidant, and
anticancer properties.

- Organic Synthesis: N,N-dibenzylsulphanilic acid serves as a versatile reagent in organic


synthesis. It can be utilized as a protecting group for amines, providing temporary protection for
the amine functionality during selective transformations. Furthermore, it acts as a precursor for
the synthesis of diverse organic compounds, including pharmaceutical intermediates.

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