5-(3'-Amino-4'-arilazo-1H-pirazol-5'-il azo) barbitürik asit boyarmaddelerin sentezi ve spektroskopik özelliklerinin incelenmesi

Bu çalışmada öncelikle anilin türevleri diazolanmış ve daha sonra diazolanan bu bileşikler, aril-azo-malononitril (1a-1m) bileşiklerini sentezlemek için malononitril ile reaksiyona sokulmuştur. İkinci olarak 4-arilazo-3,5-diamino-1H-pirazol (2a-2m) türevleri, aril-azo-malononitril (1a-1m) bileşikleri ile hidrazin monohidrat etkileştirilerek sentezlenmiştir. Son olarak bu bileşiklerin diazonyum tuzları barbitürik asit ile reaksiyona sokulmuş ve hedef bileşikler olan 5-(3'-amino-4'-arilazo-1H-pirazol-5'-il-azo) barbitürik asit (3a-3m) bileşikleri elde edilmiştir. 3a-3m bileşiklerinin yapıları AT-IR, 1H-NMR ve Ultraviyole–görünür bölge spektroskopisi gibi spektral yöntemlerle karakterize edilmiştir. Sonuç olarak azo boyarmadde ve tekstil literatürüne 13 adet yeni pirazol türevi dispers disazo boyarmaddeleri kazandırılmıştır.

Anahtar Kelimeler:

Diazolama, Heterosiklik bileşik, Pirazol, Barbitürik asit

Synthesis of 5-(3'-amino-4'-arylazo-1H-pyrazol-5'-yl azo) barbituric acid dyes and investigation of spectroscopic properties

In this study, firstly aniline derivatives were diazotized and then these diazotized compounds were reacted with malononitrile for synthesizing the aril-azo malononitrile compounds (1a-1m). Secondly, 4-arylazo-3,5-diamino-1H-pyrazole (2a-2m) derivatives were synthesized by effecting hydrazine monohydrate with aril-azo malononitrile compounds (1a-1m). Finally, the diazonium salts of these compounds were reacted with barbituric acid and 5-(3'-amino-4'-arylazo-1H-pyrazole-5'-yl-azo) barbituric acid compounds (3a-3m) which target compounds were obtained. The structures of (3a-3m) compounds were characterized with AT-IR, 1H-NMR and UV–visible spectroscopy. As a result, it was gained 13 novel disperse disazo dyes to azo dye and textile literature.

Keywords:

Diazotisation, Heterocyclic compound, Pyrazole, Barbituric acid,

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