Ultrasound accelerated sulfonylation of amines by p-acetamidobenzenesulfonyl chloride using Mg–Al hydrotalcite as an efficient green base catalyst

ABSTRACT

The sulfonylation reaction of various aliphatic, alicyclic, aromatic, and hetero-aromatic amines with p-acetamidobenzenesulfonyl chloride has been investigated using different types of base catalysis under varied reaction conditions. Mg–Al hydrotalcite, characterizable as an inexpensive, reusable, and green solid catalyst, was found to be the most efficient catalyst, when the reaction is carried out in a minimum volume of solvent (acetone). The reaction was found to be accelerated drastically with the support of ultrasound irradiation, affording the sulfonamides in yields better or equivalent to those obtained under the longer lasting conventional stirring conditions.

GRAPHICAL ABSTRACT

KEYWORDS:

• Mg–Al hydrotalcite
• sulfonamide synthesis
• disulfonylation of amine
• desulfonylation
• ultrasound irradiation

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

We are grateful to the National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.01-2011.40 for financial support.