Synthesis and spectroscopic investigation of 6-amino-5-(2-hydroxy-5-substituephenylazoyl)uracil dyes

被引:0
作者
Eyduran, Fatih [1 ]
Atal, Yesim Yanar [1 ]
机构
[1] Aydin Adnan Menderes Univ, Fac Sci, Dept Chem, Aydin, Turkiye
关键词
Tautomer; Azo dyes; Uracil; Spectroscopic; Aminophenol; PYRIMIDINE-DERIVATIVES; COUPLING REACTIONS; AZO DYES; ACID; CONVERSION; PIGMENTS;
D O I
10.1016/j.jics.2025.101677
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, novel 6-aminouracil azo dyes (BM1-BM4) were synthesized preparing by 6-aminouracil with some diazotized amino phenols according to the diazo-coupling method. The chemical structures of BM1-BM4 were characterized using FTIR, Micro Element analysis and 1H,13C NMR spectroscopic techniques. The results show that the chemical structures of BM1-BM4 among the possible tautomers in DMSO are compatible with the hydrazone structure. The effects of acid, base and solvent change on the absorption spectra of the dyes were examined. BM1-BM3 were shown exist in a single tautomeric form in methanol and in acidic media, in more than one tautomeric form in basic media probably shown ionization.
引用
收藏
页数:13
相关论文
共 50 条
  • [21] Synthesis of 5,5′-Dialkyl-6,6′-dichloro-2, 2′-bipyridines
    Chandia, N. P.
    Canales, J. C.
    Azocar, I.
    Vanlaer, S.
    Pawar, V. G.
    De Borggraeve, W. M.
    Costamagna, J.
    Dehaen, W.
    [J]. SYNTHETIC COMMUNICATIONS, 2009, 39 (05) : 927 - 939
  • [22] Synthesis and spectral investigation of novel 4-aryl-5-(aryldiazenyl)thiazole dyes festooned with fluorene moiety: Experimental and theoretical insight
    El Guesmi, Nizar
    Khormi, Afaf Y.
    Alzahrani, Abdulrazaq S.
    Asghar, Basim H.
    Kaya, Savas
    Katin, Konstantin P.
    Farghaly, Thoraya A.
    Shaaban, Mohamed R.
    Farag, Ahmad M.
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2023, 383
  • [23] SYNTHESIS OF 2-HYDROXY-5-BIPHENYLCARBOXYLIC ACID ON BASE OF p-CRESOL
    Postnova, M. V.
    Rumyantseva, Yu. B.
    Lebedeva, N. V.
    Kurganova, E. A.
    Koshel, G. N.
    Kukushkina, N. D.
    [J]. IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA I KHIMICHESKAYA TEKHNOLOGIYA, 2012, 55 (12): : 122 - +
  • [24] 5-Phenyl thiophene amino phenol derivatives: Synthesis, spectroscopic characterization, computational study and antimicrobial activity
    Suleymanoglu, Nevin
    Ustabas, Resat
    Unver, Yasemin
    Alpaslan, Yelda Bingol
    Direkel, Sabin
    Karaman, Ulku
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2019, 1182 : 36 - 46
  • [25] Synthesis, Characterization, and Biological Studies of Novel 4-Hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one Based Azo Dyes
    Yadav, C. Kiran
    Manjunatha, B.
    Nandeshwarappa, B. P.
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2024, 50 (04) : 1512 - 1518
  • [26] Synthesis of 2-Normisoprostol, Methyl 6-(3-Hydroxy-2-((E)-4-hydroxy-4-methyloct-1-enyl)-5-oxocyclopentyl)hexanoate
    Harikrishna, M.
    Mohan, H. Rama
    Dubey, P. K.
    Subbaraju, Gottumukkala V.
    [J]. SYNTHETIC COMMUNICATIONS, 2009, 39 (15) : 2763 - 2775
  • [27] SYNTHESIS, STRUCTURES, AND ANTIBACTERIAL ACTIVITIES OF 3-CHLORO-N′-(2-HYDROXY-5-METHOXYBENZYLIDENE)BENZOHYDRAZIDE AND N′-(2-HYDROXY-5-METHOXYBENZYLIDENE)-3-METHYLBENZOHYDRAZIDE
    Hu, Xiao-Ming
    Xue, Ling-Wei
    Zhao, Gan-Qing
    Yang, Wei-Chun
    [J]. JOURNAL OF THE CHILEAN CHEMICAL SOCIETY, 2015, 60 (03): : 2997 - 3000
  • [28] The synthesis, characterization and structures of some 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid
    Baul, Tushar S. Basu
    Das, Pradip
    Chandra, Asit K.
    Mitra, Sivprasad
    Pyke, Simon M.
    [J]. DYES AND PIGMENTS, 2009, 82 (03) : 379 - 386
  • [29] Synthesis and asymmetric resolution of a dopaminergic compound: 2-amino-5-methoxyindane
    Akbaba, Yusuf
    Goksu, Suleyman
    Sahin, Ertan
    Kilic, Hamdullah
    Secen, Hasan
    [J]. TETRAHEDRON-ASYMMETRY, 2016, 27 (11-12) : 475 - 479
  • [30] Synthesis of an amino phosphinodiselenoic acid ester and β-amino diselenides employing P2Se5
    Kumar, L. Roopesh
    Sagar, N. R.
    Divya, K.
    Madhu, C.
    Sureshbabu, Vommina V.
    [J]. NEW JOURNAL OF CHEMISTRY, 2020, 44 (18) : 7261 - 7264