Synthesis of meso- tetrakis (2-chloroquinolin-3-yl) porphyrins

Abstract

meso-Tetrakis (-2-chloroquinolin-3-yl) porphyrins were synthesized from 2-chloroquinoline-3-carboxaldehydes and pyrrole in 1:1 ratio in propionic acid at 140 o C for 4 hours. Different substituted 2-chloroquinoline-3-carboxaldehydes were synthesized from corresponding N-aryl acetamides by Vilsmeier-Haack cyclization. The aldehydes were obtained in better yields, when acetamides, dimethyl formamide and POCl 3 were taken in 1:3: 7 molar ratios at 70-75 o C

Synthesis of new <em>meso</em>-porphyrins type A<sub>2</sub> B<sub>2</sub>

“…Substituted nitrogen heterocyclic porphyrins are of particular interest [6]. As they provide sites for metal coordination, hydrogen bonding, alkylation and modulating electronic properties [7]. Several quinoline derivatives have been found to possess useful biological activities such as bactericidal [8], antitumor [9], antimalarial [10], antinflamatory [11].…”

Synthesis of meso-substituted porphyrins in room temparature ionic liquid

“…We have observed an overall yield of corresponding quinoline porphyrins at around 18% yield. Amaravathi et a[, 23 have carried out the same reaction with the propionic acid method with only 12% yield. Similarly, with coumarin aldehydes (Entries 8 and 9), we have observed an overall yield of porphyrin 24% with IL method.…”