4-(2-Thiophenestyryl)-1-methylpyridinium iodide (compound A) is attach on both side of my compound. first i thought it is polar molecule but it has not high polarity. I did column chromatography by using silica gel and aluminium oxide but in silica gel my compound was always stuck with silica i used different solvents with different ratios and I also added acid basic additives but the result was always same i.e. my compound stuck with silica. While in aluminium oxide I used PE and EA along and with different ratio but there was no movement then I used DCM alone still there was no movement then I used DCM and Methanol (1ml) as result all of my compound and all the other product start movement together.

I did TLC plate and took my spot and did NMR. NMR showed that this is my relevant compound.

Then I used recrystallization process but using methanol but during boiling my compound was not dissolved in methanol. I also used ethanol but the result was same.

I also copied my reference paper below

4-(2-Thiophenestyryl)-1-methylpyridinium iodide (compound A) was synthesized by mixing a solution (1:1:1 molar ratio) of 1,4-dimethylpyridinium iodide (2.00 g, 8.5 mmol), 2-thiophenecarboxaldehyde (6.00 ml, 8.5 mmol) and piperidine (0.84 ml, 8.5 mmol) in hot methanol (40 ml). The resulting solution was refluxed for 5 h under a nitrogen atmosphere. The resultant solid was filtered off, washed with diethyl ether and recrystallized from methanol.