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

Year 2018, Volume: 24 Issue: 7, 1293 - 1297, 28.12.2018

Aykut Demirçalı

Abstract

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.

Keywords

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

Abstract

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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