Synthesis of 4-amino-1H-benzo[4,5]imidazo[1,2-a]pyrimidin-2-one and its disperse azo dyes. Part 2: Hetarylazo derivatives

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• 作者：Fikret Karcı ; and Aykut Demirç ; alı
• 关键词：Azopyrimidone dyes ; Heterocyclic disperse dyes ; Diazo-coupling reaction ; Thiazolylazo dyes ; Absorption properties ; Solvent effect
• 刊名：Dyes and Pigments
• 出版年：2006
• 出版时间：2006
• 年：2006
• 卷：71
• 期：2
• 页码：97-102
• 全文大小：215 K

文摘

4-Amino-1H-benzo[4,5]imidazo[1,2-a]pyrimidin-2-one (I) was synthesized by reaction of 2-aminobenzimidazole with ethyl cyanoacetate and coupled with diazotized hetaryl amines to give the corresponding hetarylazo dyes (1–9). The structures of new hetarylazo dyes were confirmed by UV–vis, FT-IR and ¹H NMR spectroscopic techniques and elemental analysis. The solvatochromism of dyes was evaluated with respect to absorption maxima in various solvents. The color of the dyes is discussed with respect to the nature of the heterocyclic ring and the substituent therein. The effects of temperature, concentration as well as acid and base on the visible absorption maxima of the dyes are also reported.