One-pot synthesis of tetrahydropyrimido[4,5-b]quinoline derivatives using sulfonic acid functionalized SBA-15 and their antimicrobial activities

Authors

• Zohreh Kheilkordi ¹
• Ghodsi Mohammadi Ziarani ¹
• Mahshid Rahimifard ²
• Taraneh Hajiashrafi ²
• Alireza Badiei ³
• Ali Abolhassani Soorki ⁴

1. Department of Chemistry, Alzahra University, Vanak Square, P.O. Box 1993893973, Tehran, Iran.
2. Department of Chemistry, Alzahra University, Vanak Square, Tehran, Iran.
3. School of Chemistry, College of Science, University of Tehran, Tehran, Iran.
4. ACECR-Research Institute of Applied Sciences, Shahid Beheshti University, Tehran, Iran.

Abstract

A Simple and efficient method for synthesis of tetrahydropyrimido[4,5-b]quinoline derivatives via three component reaction of aromatic aldehydes, dimedone and 6-amino uracil derivatives using a catalytic amount of sulfonic acid functionalized nanoporous silica (SBA-15-Pr-SO₃H) is described. The advantages of this method are easy and clean work-up, high yield, mild reaction condition, reusable catalyst and environmentally benign solvents. Antibacterial and antifungal activities of synthesized compounds were measured against gram positive, gram negative bacteriaand fungus. Only compounds 4c and 4g showed activity against Staphylococcus aureus.

Keywords

• Multi-component reaction
• Dimedone
• Aldehydes
• 4(6)-Amino uracil
• SBA-15-Pr-SO3H