Synthesis, Characterization and Thermal Studies of NDPAH

Synthesis, Characterization and caloric Studies of NDPAHSynthesis, characterization and Thermal Studies of a Bis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine Ur whateverl (VI) processUO2(NDPAH)22+Shahriar Ghammamy, Sajjad Sedaghat AbstractBis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine abbreviated as NDPAH was synthesized and characterized. Bis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine Uranyl (VI) nitrate prep bed rKeywords Bis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine Uranyl (VI) nitrate, subtraction, thermal analysis, FT-IR and UVVisible spectroscopy, Schiff bags. entreA Schiff base, named after Hugo Schiff, is a compound with a functional company that contains a carbonnitrogen double bond with the nitrogen atom connected to an aryl or alkyl grouping, not hydrogen. Complexes of uranyl group with nitrogen ligand are of considerable have-to doe with due to broad spectrum of biological a ctivities. Formation of transition coat obscurees with ligands of uranyl family are important because this ligands connected with various modes to the electron-rich and electron-poor metals. uranyl containing ligands are cognise to form stable complexes with class b metal ions, such as gold (I). Nitrogen-containing ligands is an important factor in the development of coordination chemistry such as Schiff bases and their metal complexes. and biochemically relevant studies of metal complexes 1. A group of nitrogen-containing ligands represent a wide range of biological activities and this class of ligands cognise as pyrimidine system. These groups are valuable ligands in chemistry and on the opposite hand have a huge impact on biological properties. For example, a furopyrimidine ring according to the isoelectric contact with purine, is highly regarded. Other uses are as a pesticide and medicine such as antifolates, antimalarials, and antivirus and other hand, protects against r adiation. Recently, it has been frame that the fluoropyrimidines to prevent some of the vascular endothelial growth factor receptor 2 (VEGFR2) and high epidermal growth factor receptor (EGFR) is utilise However, many synthetic protocols that have been encompassed as long-term answers or quick reactions suffer from defects and flaws. Requires a multi-step reaction, requires without water conditions, low efficiency, the use of metal constructions containing materials and extra tools or starting substances are examples of these flaws. Therefore achieve juvenile techniques and efficient for the preparation of furo (2, 3, d) derivatives of pyrimidine is still highly desirable 7 Pyrimidine represents a actually interesting group of compounds, because these compounds are used extensively in phytosanitary, pharmaceutical, and uninflected . On the other hand, industrial aspects of this class of compounds is considered. For example, these compounds are used as anti-bacterial and anti -fungal. 8. This class of compounds also have biological activities 913. The role of metal ions in biological processes of life has long been known and is highly regarded. Studying the properties of transition metal complexes with this class of biologically active ligands is very interesting. In this paper, the synthesis and characterization of a number of the ligands and uranyl complexes have been studied. In this work, we report the synthesis and structural studies of the ligand and complex isolated from the reactions of Bis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine Uranyl (VI) nitrate.ExperimentalSolvents were purified by standard methods. All reagents were supplied by Merck and were used without further purification. Melting manoeuver was measured in an Electro thermal 9200. The FT-IR spectra were recorded in the range four hundred4000 cm-1 by KBr disk using a Bruker Tensor 27 M 420 FT-IR spectrophotometer. The UVVis spectra in CH3CN were recorded with a WPA bio Wave S2 100 spectrophotometer. Thermo gravimetric analyses were through on a Perkin Elmer TGA/DTA lab system l (Technology by SII) in nitrogen atmosphere with a heating rate of 20C/min from 35- 700 C. H and C-proton magnetic resonance spectra were measured on a BRUKER DRX-500 AVANCE spectrometer at 500 MHz.Synthesis of the UO2(NDPAH)22+ For synthesis of the UO2(NDPAH)22+ to a magnetically stirred of ligand (0.88g, 2.8mmol) in acetonitrile(10ml) was added to uranyl (VI) nitrate (0.71g, 1.4 mmol) And the reaction is performed at room temperature. To ensure complex formation and precipitation of the complex. The solid complex obtained was filtered. And to remove material that did not participate in the reaction complex was washed with diethyl ether. Yield, 75%. Anal. Calcd of UO2(NDPAH)22+ C 20.14, H 1.34, N 6.26 found C 20.24, H. 1.41, N 6.32. Mp 290 C. H nuclear magnetic resonance (DMSO) 7.4-7.9 (CH phenol), 8.5-8.8 (CH dinitrobenzen), 8.4 (CH azomethyne), 7.1 (CH), FT-IR (KBr, cm-1) 1133 s ( N-N), 1614 s ( C=N), 420 w ( U-N), 935 s ( O=U=O), UV-vis (DMSO) guck 260nm( 26000), 320nm( 15000), 413nm( 32000) ( betoken 1-8). UO2(NDPAH)22+ is oil-soluble in chloroform, acetone, dichloro methane, DMSO and DMF and indissoluble in water, hexane and diethyl ether and little soluble in methanol, Acetonitrile and ethanol. regard 9, 10 shows Chemical mental synthesiss of NDPAH and UO2(NDPAH)22+.Analysis of NDPAH Ligand Anal %68. Calcd of C15H12N4O4 C 57.72, H 3.84, N 17.94 found C 57.81, H. 3.89, N 17.99. Mp 254-256 C, HNMR (DMSO) 7.3-7.7 (CH phenol), 7.8-8.5 (CH dinitrobenzen), 8.1 (CH azomethyne), 7.1 (CH), 9.1 (NH), FT-IR (KBr, cm-1) 1133 s ( N-N), 1613 s ( C=N), 3111 w ( NH). NDPAH is soluble in acetonitrile, acetone, chloroform, DMF, DMSO and diethyl ether insoluble in water, hexane, methanol and ethanol little soluble in dichloro methane.Results and tidingsPreparation of Ligand and complex Compounds are quite stable and could be stored without any app reciable changes for long time. Compounds with multiple methods using FT-IR, UV-Visible and H and C-NMR spectra were identified. These compounds were evaluated for thermal analysis. In this paper, a new method for the synthesis of the Bis N- (2, 4- dinitro- phenyl) N- (3- phenyl- allylidene)- hydrazine Uranyl (VI) nitrate is presented . quest the single-step reaction between the UO2(NO3)2.6H2O and the NDPAH desired compound is obtained.This method has some advantages for the manufacture of complex. These include there is no side products and does not require special conditions such as high pressure or high temperature, and that this reaction is a very fast reaction. The UO2(NDPAH)22+ has 290C melting points respectively. It is soluble in chloroform, acetone, dichloro methane, DMSO and DMF and insoluble in water, hexane and diethyl ether and slightly soluble in methanol, acetonitrile, and ethanol. The spiritual data of the complexes have good relationship with the literature d ata. The IR spectra of the Schiff base show characteristic bars due to (NH), (C=N) and (N-N), in the region 3111cm-1, (1613, 1133) cm-1 respectively. The strong band in the region 1613, 1133cm-1 in the IR spectra of the Schiff base are designate to ( C=N), ( N-N) respectively. In the case of U(VI) complex we observed the following changes. The bands appeared virtually 1133, 1614, 420 and 935cm-1 due to N-N, C=N, U-N and O=U=O.Thermo gravimetric analyses The thermal properties of these compounds were investigated by thermo grams (TG, DTG and DTA). see 11 shows TGA and DTA curves for UO2(NDPAH)22+. In the temperature range 200-305C, 57.9% weight losing was observed which was associate to the loss of most parts of compound. In the temperature range from 360-500C, 20.6% weight decrease was found, which was related to the loss of a part of compound.ConclusionIt is clear from the above discussion that UO2(NDPAH)22+complex and NDPAH ligand offer a new outlook for chemotherapy. T he results of antitumour activity show that the metal complexes exhibit antitumor properties and it is important to business line that they show enhanced inhibitory activity compared to the parent ligand. The mechanism by which these complexes act as antitumor agents is apoptosis. It has also been proposed that concentration plays a full of life role in increasing the degree of inhabitation.References1 R.J. Vidmar, IEEE Trans. Plasma Sci. 21 (1992) 876-880.2 A.S.N. Murthy, A.R. Reddy, daybook of Chemical Sciences. 90 (1981) 519-526.3 V.N.K. Razakantoanina, P. 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Lin, Journal of Inorganic Biochemistry. 70 (1998) 219-226.Figure 1 FTIR spectrum of NDPAH (KBr Disk)Figure 2 FTIR spectrum of UO2(NDPAH)22+ (KBr Disk)Figure 3 1H- NMR spectrum of NDPAHFigure 4 1H- NMR spectrum of UO2(NDPAH)22+Figure. 5. 13C- NMR spectrum of NDPAHFigure. 6. 13C- NMR spectrum of UO2(NDPAH)22+Figure 7 UV/ Vis spectrum of NDPAH (DMSO, 510-4 M)Figure 8 UV/ Vis spectrum of UO2(NDPAH)22+ (DMSO, 510-4 M)Figure 9 Chemical structure of NDPAHFigure 10 Chemical structur e of UO2(NDPAH)22+Figure 11 Thermal analysis data of UO2(NDPAH)22+Figure 1 FTIR spectrum of NDPAH (KBr Disk)Figure 2 FTIR spectrum of UO2(NDPAH)22+ (KBr Disk)Figure 3 1H- NMR spectrum of NDPAHFigure 4 1H- NMR spectrum of UO2(NDPAH)22+Figure. 5. 13C- NMR spectrum of NDPAHFigure. 6. 13C- NMR spectrum of UO2(NDPAH)22+Figure 7 UV/ Vis spectrum of NDPAH (DMSO, 510-4 M)Figure 8 UV/ Vis spectrum of UO2(NDPAH)22+ (DMSO, 510-4 M)Figure 9 Chemical structure of NDPAHFigure 10 Chemical structure of UO2(NDPAH)22+Figure 11 Thermal analysis data of UO2(NDPAH)22+