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Reactions of aminoarylazopyrazoles with active methylene compounds. Part 1: Synthesis of 7‐amino‐3‐arylazo‐6‐cyano‐2‐methylpyrazolo[5,1‐ c ][1,2,4]triazines
Author(s) -
Karcı Fikret,
Şener İzzet,
Demirçalı Aykut,
Burukoğlu Nesrin
Publication year - 2006
Publication title -
coloration technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.297
H-Index - 49
eISSN - 1478-4408
pISSN - 1472-3581
DOI - 10.1111/j.1478-4408.2006.00035.x
Subject(s) - malononitrile , chemistry , hydrazine (antidepressant) , hydrate , methylene , acetic acid , triazine , solvent , elemental analysis , medicinal chemistry , titration , absorption (acoustics) , organic chemistry , nuclear chemistry , chromatography , catalysis , physics , acoustics
In this study, 2‐arylhydrazone‐3‐ketiminobutyronitriles were synthesised and reacted with hydrazine hydrate to afford 5‐amino‐4‐arylazo‐3‐methyl‐1 H ‐pyrazoles. These compounds were then diazotised and coupled with malononitrile to give pyrazolylazomalononitriles. Thirteen novel pyrazolo[5,1‐ c ][1,2,4]triazine dyes were synthesised by heating pyrazolylazomalononitriles in glacial acetic acid and characterised by elemental analysis and spectral methods. The effect of varying pH and solvent upon the absorption ability of the dyes substituted with electron‐withdrawing and electron‐donating groups at their o ‐, m ‐ and p ‐position was examined in detail.