2-Aminoethanesulfonic acid: An efficient organocatalyst for green synthesis of spirooxindole dihydroquinazolinones and novel 1,2-(dihydroquinazolin-3(4H)isonicotinamides in water

Abstract

A facile and efficient one-pot procedure for the preparation of spirooxindole dihydroquinazolinone derivatives and new N-(4-oxo-2-phenyl-1,2-dihydroquinazolin-3(4H)-yl)isonicotinamides from reaction between isatoic anhydride, isoniazid and substituted aldehydes catalyzed by 2-aminoethanesulfonic acid (taurine) is describe. This new protocol has the advantages of environmental friendliness, good yields, and convenient operation. The reaction proceeds efficiently using water as green solvent and nontoxic catalysts that could be efficiently reused. Together with this simple workup procedure, use of the organocatalyst, and water as solvent without the need of column chromatographic purification, are the notable features of this methodology, which make this protocol a very efficient and green alternative to the traditional methods.

GRAPHICAL ABSTRACT

Keywords:

• 2-Aminoethanesulfonic acid (taurine)
• 2,3-dihydroquinazolin-4(1H)-ones
• multicomponent reaction
• spirooxindole

Acknowledgments

The authors are thankful to Professor Charansingh H. Gill for his invaluable discussions and guidance. The authors are thankful to the Department of Chemistry for providing the necessary facilities for completing this work.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

The authors are also thankful to the Dr. Babasaheb Ambedkar Marathwada University, Aurangabad for providing funding through [MRP-STAT/VI/RG/Dept/219-20/325-26].