Facile route for the synthesis and characterization of new naphtho[2,3-f]quinoxaline-dione, trione and anthra-dione derivatives

2019 ◽  
Author(s):  
Chem Int

In the present study, addition of nitroso group at position 1 of 2-aminoanthraquinone (1) to yield 2-amino-1-nitroanthraquinone (2) was carried out by the reaction of compound (1) with sodium nitrite in water. Compound (2) was used as starting material to produce many new naphtho[2,3-f] quinoxaline-dione, trione, naphtho-pyrazole quinoxaline-dione, anthra-triazine-dione, naphtho-thiazole quinoxaline-dione and anthrabenzo-triazepine-dione derivatives by elimination of one molecule of water as an initial reaction step. The reacting moieties were nitroso and amino function groups to yield a series of compounds. The structures of the products were determined by elemental mass, IR and 1H NMR analysis and the adopted method is efficient to prepare a series of compounds and could possibly be used for the synthesis of new compounds.

2008 ◽  
Vol 59 (7) ◽  
Author(s):  
Madalina Angelusiu ◽  
Maria Negoiu ◽  
Stefania-Felicia Barbuceanu ◽  
Tudor Rosu

The paper presents the synthesis and characterization of Cu(II), Co(II), Ni(II), Cd(II), Zn(II) and Hg(II) complexes with N1-[4-(4-bromo-phenylsulfonyl)-benzoyl]-N4-(4-methoxyphenyl)-thiosemicarbazide. The new compounds were characterized by IR, EPR, electronic spectroscopy, magnetic moments, thermo-gravimetric analysis and elemental analysis.


2007 ◽  
Vol 60 (3) ◽  
pp. 173 ◽  
Author(s):  
Petre Ionita ◽  
Floriana Tuna ◽  
Marius Andruh ◽  
Titus Constantinescu ◽  
Alexandru T. Balaban

Starting from the well known stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH; 2a) and its congener 2,2-diphenyl-1-(4-cyano-2,6-dinitrophenyl)hydrazyl 2b, or from their reduced hydrazine counterparts 1a,b, it was possible to obtain the p-quinonoid compounds 4a,b by oxidation with ceric (Ce4+) sulfate, which by reduction gave the corresponding hydroxyl derivatives 2-phenyl-2-(4-hydroxyphenyl)-1-picrylhydrazine 5a or 2-phenyl-2-(4-hydroxyphenyl)-1-(4-cyano-2,6-dinitrophenyl)hydrazine 5b. These hydroxyl derivatives (5a,b) react with 4-carboxy-TEMPO or 2,2-diphenyl-1-(4-carboxy-2,6-dinitrophenyl)hydrazine to form the corresponding esters 6a,b or 8a,b. These esters (6a,b and 8a,b) lead to the hybrid hetero diradicals (nitroxide–hydrazyl type) 7a,b or homo biradicals (hydrazyl–hydrazyl type) 9a,b by oxidation with lead dioxide or potassium permanganate. The new compounds were characterized by UV-vis, NMR, EPR, and MS analysis, and their magnetic behaviour was investigated.


Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 54-58 ◽  
Author(s):  
Timothy Swager ◽  
Cagatay Dengiz ◽  
You-Chi Wu

We report the synthesis and characterization of iptycene–naphthazarin dyes by using a sequential Diels–Alder approach. The tautomerization of naphthazarin was used as the key step in the synthesis, with structures confirmed by single-crystal X-ray and NMR analysis. The systematic trends in electronic properties were investigated by UV/Vis spectroscopy. BF2 complexes of the dyes were prepared by reaction with BF3·OEt2 in CH2Cl2.


2010 ◽  
Vol 6 ◽  
pp. 709-712 ◽  
Author(s):  
Julien Monot ◽  
Louis Fensterbank ◽  
Max Malacria ◽  
Emmanuel Lacôte ◽  
Steven J Geib ◽  
...  

In situ formation of two cyclic (alkyl) (amino) carbenes (CAACs) followed by addition of BF3•Et2O provided the first two examples of CAAC–BF3 complexes: 1-(2,6-diisopropylphenyl)-3,5,5-trimethyl-3-phenylpyrrolidin-2-ylidene trifluoroborane, and 2-(2,6-diisopropylphenyl)-3,3-dimethyl-2-azaspiro[4.5]decan-1-ylidene trifluoroborane. These CAAC–BF3 complexes are robust compounds that are stable to ambient laboratory conditions and silica gel chromatography. They were characterized by spectroscopy and X-ray crystallography. In contrast, a CAAC complex with borane (BH3) was readily formed in situ according to 1H and 11B NMR analysis, but did not survive the workup conditions. These results set the stage for further studies of the chemistry of CAAC boranes.


1987 ◽  
Vol 42 (11) ◽  
pp. 1411-1418 ◽  
Author(s):  
Manfred L. Ziegler ◽  
Hannelore Weber ◽  
Bernhard Nuber ◽  
Orhan Serhadle

A transition metal induced C-C coupling by the reaction of W2(N(CH3)2)6, (4) and CS2 yielded the zwitter ion S2C-C(N(CH3)2)2 (1d) besides W2(N(CH3)2)2(CS2)2S4 (5). The com- plex chemistry of the zwitter ions 1d and S2CC(N(CH2)4X)2 (X = CH2, O) has been investigated by their reaction with (η5-C5H5)2Mo2(CO)4 (2) and (η5-C5H5)Mo(CO)3Cl (3). Reaction of the former led to complexes (η5-C5H5)Mo(CO)2(S2CR) (R = N(CH3)2, N(CH2)4X) and the new compounds [(η5-C5H5)Mo(CO)2(S2C-CR2)]+. X-ray structure analyses of 1d and ((η5-C5H5)Mo(CO)2(S2C-C(N(CH2)5)2)]⊕PF6⊖ (10b) are described.


2015 ◽  
Vol 21 (5) ◽  
pp. 269-272 ◽  
Author(s):  
Snehal A. Chavan ◽  
Avinash G. Ulhe ◽  
Baliram N. Berad

AbstractNew 4,7-bis(arylamino)-2-tetra-O-acetyl-β-d-glucopyranosylimino-1,3,5,6-dithiadiazepines were synthesized via reaction of N-tetra-O-acetyl-β-d-glucopyranosyl isocyanodichloride with 1,6-diaryl-2,5-dithio-bis-ureas without using any catalyst. Thus, the synthesis of 7-membered heterocycles containing two sulfur and two nitrogen atoms through carbon-sulfur bond formation was explored. The chemical structures of these new compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectral, and elemental analyses.


1987 ◽  
Vol 42 (9) ◽  
pp. 1088-1096 ◽  
Author(s):  
Hubert Schmidbaur ◽  
Cornelia Dörzbach

Preparative methods have been explored for the synthesis of small, volatile polysilaalkanes, which could serve as starting materials for the production of amorphous silicon a-SiC:H. High yield pathways have been developed for H3SiCH2CH2SiH3 and H3SiCH2CH2CH2SiH3. These compounds can be converted into symmetrically halogen-functional derivatives through the reac­tions with SnCl4 or Br2. The homologous H3SiCH2CH2SiH2CH3 has also been prepared and halogenated, starting from the corresponding vinylsilane via the hydrosilylation route. Allylsilanes were the source of the synthesis of H3SiCH2CH=CH2, CH3SiH2CH2CH=CH, SiH2(CH2CH = CH2)2, SiH2(CH2CH2CH2SiH3)2, or HSi(CH2CH2CH2SiH3)3. Methylated deriva­tives are also available. - Some physical and spectroscopic properties of the new compounds have been investigated. In particular. NMR data were collected and used for an assessment of structure and isomerism.


2013 ◽  
Vol 821-822 ◽  
pp. 522-526
Author(s):  
Ning Ning Lv ◽  
An Guo Sang ◽  
Yan Zhang

This paper describes the synthesis of two photochromic 2-indolyl-fulgides by stobbe condensation of the corresponding 2-acyl-1,3-dimethyl-indole derivatives with diethyl isopropylidene succinate in the presence of hexamethyldisilazane potassium. The overall yields was up to 41% for 3 steps. Both prepared compounds are sensitive to UV light and change colors upon irradiation. And the two fulgides can be switched back and forth 100 times without obvious degradation. Thermal stabilities of the fulgides in acetonitrile at room temperature for 30 days and at 80 °C for 12 h were measured using UV-vis and 1H NMR spectroscopy. The absorption spectra of both forms did not exhibit any sign of degradation. The NMR data indicated that no new compounds were detected. The utilization of these materials for use in photochromic textiles were discussed.


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