4-Methylpyridine → HCID 86742908, compound

Participants

Reaction Steps

Referring to FIG. 1, γ-picoline (VI) has quaternised with docosyl bromide (n-C22H45Br) at 125° C. to produce γ-picolinium docosyl bromide (VII). This compound was then condensed with N,N-dimethyl-p-amino-benzaldehyde in refluxing methanol in the presence of piperidine for 16 hours. This reaction produced the intermediate alcohol IX presumably via an intermediate VIII. The intermediate alcohol IX eliminated water to give the stilbazolium dye X, which crystallised out on cooling the reaction mixture. Dye X was filtered off and purified by repeated recrystalisation from methanol (yield 47%).

Provenance & Evidence