52411-33-3Relevant articles and documents
Azo-azomethine dyes with N, O, S donor set of atoms and their Ni(II) complexes: Synthesis, characterization and spectral properties
Khanmohammadi, Hamid,Rezaeian, Khatereh,Amini, Mostafa M.,Ng, Seik Weng
, p. 557 - 564 (2013)
New azo-azomethine dyes, L1-L3, with N 2S2O2 donor set of atoms have been synthesized via condensation reaction of 1,2-bis(2-aminophenylthio)ethane with 5-(4-X-phenyl)-azo-salicylaldehyde (X = Cl, OMe and Me). The new dyes were characterized by IR, UV-Vis, 1H NMR and fluorescence spectroscopy as well as mass spectrometry and elemental analysis. Mononuclear nickel(II) complexes of the dyes have been also prepared. The crystal structure of [NiL1]·0.5H2O was determined by single-crystal X-ray diffraction. The thermal analysis data indicate that all prepared dyes, L1-L3, are thermally stable up to 320 C. The fluorescence behavior of the prepared complexes have been also investigated and compared to those of L1-L3.
Development of a scaleable synthesis for 1,2-bis(2-aminophenylthio)ethane (APO-Link) used in the production of bismaleimide resin
Densmore, Crystal G.,Wheeler, Hilary,Cohenour, Rebecca,Robison, Thomas W.,Hasam, Dawud,Cordova, Blossom J.,Stark, Peter C.,Fuller, Edward N.,Cook, Charles J.,Weber, Holly A.
, p. 996 - 1003 (2007)
The diamine reagent 1,2-bis(2-aminophenylthio)ethane is no longer commercially available but is still required for the synthesis of the bismaleimide resin, APO-BMI, used in syntactic foams. In this work, we examined the hydrolysis of benzothiazole followed by reaction with dichloroethane or dibromoethane. The deprotonation of 2-aminothiophenoI followed by reaction with dibromoethane was also investigated and later optimized for scale-up by scrutinizing all aspects of the reaction conditions, work-up, and recrystallization. On bench-scale, the optimized procedure consistently produced a 75-80% overall yield of finely divided, high purity product (>95%). The material was also produced on both a 100 Ib scale and a 200 Ib scale using the optimized process, giving high quality material in excellent yield.
Synthesis and characterization of a thioether Schiff base ligand and its metal complexes and crystal structure determination of the nickel(II) complex
Dehghani-Firouzabadi, Ahmad Ali,Kargar, Hadi,Eslaminejad, Safie,Notash, Behrouz
, p. 4345 - 4354 (2015)
Reactions of 1,2-di(o-aminophenylthio)ethane with 3-ethoxy-2-hydroxybenzaldehyde yield the new hexadentate N2S2O2 donor thioether Schiff base 1,2-bis(2-((2-(thio)phenylimino)methyl)-6-ethoxyphenol)ethane (H2L). Ni(II), Zn(II), Cd(II), and Hg(II) complexes of this ligand were prepared. Of these complexes, [NiL]·2H2O has been structurally characterized by X-ray crystallography. The coordination geometry around Ni(II) was described as octahedral. Zn(II), Cd(II), and Hg(II) complexes and the Schiff base ligand have been characterized by CHN analyses, molar conductivity, UV-vis, FT-IR, 1H, and 13C NMR spectroscopy.
In Vitro Antimicrobial and in Vivo Molluscicidal Potentialities of Fe(III), Co(II) and Ni(II) Complexes Incorporating Symmetrical Tetradentate Schiff bases (N2O2)
Alosaimi, Amal M.,Mannoubi, Ines El,Zabin, Sami A.
, p. 373 - 384 (2020/07/23)
This paper aimed at synthesizing symmetrical Schiff base ligands derived from the primary amine 1,2-bis(2-aminophenylthio)ethane condensed with 7-formyl-8-hydroxyquinoline and 2-hydroxy-1-naphthaldehyde. The synthesised ligands were used for preparing metal complexes with the iron triad metals. The symmetrical tetradentate (N2O2) Schiff base ligands SL1 and SL2 forms mononuclear complexes with square planar geometry in case of Co(II) and Ni(II) complexes, while an octahedral geometry was obtained for the Fe(III) complexes. The molar conductance quantification showed that the complexes were non-ionic. In vitro antimicrobial potential examination of the free ligands indicated weak activity and the corresponding complexes showed enhanced activity. Moreover, the In vivo molluscicidal potential of the tested chemicals showed good activity against the tested land snails. Ligands showed activity at concentration of 1000 ppm while their metal complexes show activity at concentration of 500 ppm. The highest activity (LC50) of complexes was shown at concentration of 5000 ppm.
Bis(2-cyanoacetamides): Versatile precursors for bis(dihydropyridine-3,5-dicarbonitriles)
Sanad, Sherif M.H.,Elwahy, Ahmed H.M.,Abdelhamid, Ismail A.
, p. 39 - 49 (2018/10/26)
Bis(6-amino-1,2-dihydropyridine-3,5-dicarbonitriles) containing thioether linkages are prepared via the condensation of bis(cyanoacetamides) with α-substituted cinnamonitriles in the presence of piperidine. The target compounds can also be obtained via a three-component reaction of bis(cyanoacetamides) with two equivalents of both aldehydes and malononitrile in ethanol containing piperidine as a base.