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    One-pot Three-component route for the synthesis of functionalized 4H-chromenes catalyzed by ZrOCl2·8H2O in water

    , Article Journal of Heterocyclic Chemistry ; Volume 55, Issue 2 , 2018 , Pages 522-529 ; 0022152X (ISSN) Ziyaei Halimehjani, A ; Keshavarzi, N ; Sharif University of Technology
    HeteroCorporation  2018
    Abstract
    An efficient method for the synthesis of functionalized 4H-chromenes via a one-pot three-component condensation reaction of a 2-hydroxybenzaldehyde with an active methylene compound and a carbon-based nucleophile in the presence of a catalytic amount of ZrOCl2·8H2O in water under thermal condition has been described. High yields, simple work-up procedure, performing reactions in water and synthesis of complex molecules with a one-pot procedure are the main advantages of this procedure. In addition, the structure of the product from the condensation of salicylaldehyde, 2-naphthol, and dimedone was confirmed by X-ray crystallography. © 2018 Wiley Periodicals, Inc  

    Synthesis of aza-Henry products and enamines in water by Michael addition of amines or thiols to activated unsaturated compounds

    , Article Tetrahedron Letters ; Volume 49, Issue 7 , 2008 , Pages 1244-1248 ; 00404039 (ISSN) Ziyaei Halimehjani, A ; Saidi, M. R ; Sharif University of Technology
    2008
    Abstract
    Nitroamines and nitrothiols were synthesized in high yields by the Michael addition of amines and thiols to nitroolefins without using any catalyst. Also, the reaction of amines with dimethylacetylene dicarboxylate (DMAD) in water afforded the corresponding enamines. © 2007 Elsevier Ltd. All rights reserved  

    Investigating Mechanism, Transition State, and Products Distribution of Catalys-Free Hydrothiolation Reactions of Unactivated Terminal Alkynes by Dithiocarbamic Acids

    , M.Sc. Thesis Sharif University of Technology Kolivand, Mohammad (Author) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    In this study, catalyst-free hydrothiolation reactions of unactivated terminal alkynes by dithiocarbamic acids have been investigated via computational chemistry approach and by Gaussian 09, GaussVeiw 5.0, and Spartan '14 V1.1.4 software from the perspective of the reaction mechanism, transition state, and the distribution of products. The calculation results have shown that the various in situ produced dithiocarbamic acids addition to unactivated terminal alkynes in which the alkyl group attached to the carbon 2 is an aliphatic hydrocarbon alkyl is through Markovnikov type path and this product is thermodynamically more stable which is in agreement with the experimental results. The NBO... 

    Catalyst-free regioselective ring opening of epoxides with aromatic amines in water and solvent-free conditions

    , Article Journal of the Iranian Chemical Society ; Volume 10, Issue 1 , February , 2013 , Pages 7-11 ; 1735207X (ISSN) Ziyaei Halimehjani, A ; Gholami, H ; Saidi, M. R ; Sharif University of Technology
    2013
    Abstract
    Without using any catalysts, a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1,2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent and under solvent-free conditions  

    Highly efficient and catalyst-free synthesis of unsymmetrical thioureas under solvent-free conditions

    , Article Tetrahedron Letters ; Volume 50, Issue 1 , 2009 , Pages 32-34 ; 00404039 (ISSN) Ziyaei Halimehjani, A ; Pourshojaei, Y ; Saidi, M. R ; Sharif University of Technology
    2009
    Abstract
    A highly efficient and simple synthesis of unsymmetrical thioureas is reported based on the reaction of readily synthesized dithiocarbamates with amines, without using any catalyst under solvent-free conditions. The short reaction time, high yields, and solvent-free conditions are advantages of this method. We did not observe the formation of any symmetric disubstituted thiourea, under these reaction conditions. © 2008 Elsevier Ltd. All rights reserved  

    Regiospecific iodocyclization of S-allyl dithiocarbamates: synthesis of 2-imino-1,3-dithiolane and 2-iminium-1,3-dithiolane derivatives

    , Article Tetrahedron Letters ; Volume 50, Issue 23 , 2009 , Pages 2747-2749 ; 00404039 (ISSN) Ziyaei Halimehjani, A ; Maleki, H ; Saidi, M. R ; Sharif University of Technology
    2009
    Abstract
    4-Alkyl-2-imino-1,3-dithiolanes and 4-alkyl-2-iminium-1,3-dithiolanes were prepared in excellent yields with complete regiospecificity under mild conditions by the iodocyclization of S-allyl dithiocarbamates. Dehydrohalogenation of the 4-alkyl-2-imino-1,3-dithiolanes gave 4-alkylidene-2-imino-1,3-dithiolanes in excellent yields. © 2009 Elsevier Ltd. All rights reserved  

    Catalyst-free Friedel-Crafts alkylation of naphthols with nitrostyrenes in the presence of water

    , Article Tetrahedron Letters ; Volume 50, Issue 13 , 2009 , Pages 1441-1443 ; 00404039 (ISSN) Ziyaei Halimehjani, A ; Aryanasab, F ; Saidi, M. R ; Sharif University of Technology
    2009
    Abstract
    Accelerated Michael-type Friedel-Crafts alkylation of naphthols with nitrostyrenes in the presence of water is reported. The procedure is simple, catalyst-free, and affords good yields of the products. © 2009 Elsevier Ltd. All rights reserved  

    Dithiocarbamates as an efficient intermediate for the synthesis of 2-(alkylsulfanyl)thiazoles in water

    , Article Tetrahedron Letters ; Volume 57, Issue 8 , 2016 , Pages 883-886 ; 00404039 (ISSN) Ziyaei Halimehjani, A ; Hasani, L ; Ali Alaei, M ; Saidi, M.R ; Sharif University of Technology
    Elsevier Ltd  2016
    Abstract
    A simple, green and high-yielding procedure for the synthesis of 4-substituted-2-(alkylsulfanyl)thiazoles from the reaction of dithiocarbamates and α-halocarbonyl containing compounds in water is described. Also, a one-pot, two-step procedure for the synthesis of 2-(alkylsulfanyl)thiazoles from acetophenone and dithiocarbamates was developed. © 2016 Elsevier Ltd. All rights reserved  

    A simple and novel eco-friendly process for the synthesis of cyclic dithiocarbonates from epoxides and carbon disulfide in water

    , Article Journal of Heterocyclic Chemistry ; Volume 46, Issue 2 , 2009 , Pages 347-350 ; 0022152X (ISSN) Ziyaei Halimehjani, A ; Ebrahimi, F ; Azizi, N ; Saidi, M. R ; Sharif University of Technology
    2009
    Abstract
    The reaction of oxiranes with carbon disulfide for preparation of cyclic dithiocarbonates was carried out in water under catalytic amount of an organic base such as dimethylaminopyridine or triethylamine. The reaction conditions are simple and give high yields of desired products.© 2009 HeteroCorporation  

    Dithiocarbamate as an efficient intermediate for the synthesis of 2-(alkylthio)thiazol-4(5H)-ones

    , Article Journal of Sulfur Chemistry ; Volume 37, Issue 5 , 2016 , Pages 529-536 ; 17415993 (ISSN) Ziyaei Halimehjani, A ; Alaei, M. A ; Soleymani Movahed, F ; Jomeh, N ; Saidi, M. R ; Sharif University of Technology
    Taylor and Francis Ltd  2016
    Abstract
    An effective approach for the synthesis of 2-(alkylthio)thiazol-4(5H)-ones from alkyl dithiocarbamates and chloroacetyl chloride in the presence of NaHCO3 has been developed. Good to excellent yields of products, simple reaction conditions and general applicability are the most important advantages of this protocol  

    Investigation of the reaction of dithiocarbamic acid salts with aromatic aldehydes

    , Article Organic Letters ; Volume 14, Issue 15 , July , 2012 , Pages 3838-3841 ; 15237060 (ISSN) Ziyaei Halimehjani, A ; Hajiloo Shayegan, M ; Hashemi, M. M ; Notash, B ; Sharif University of Technology
    ACS  2012
    Abstract
    A reaction of dithiocarbamic acid salts with carbonyl compounds was investigated for the first time in the presence of BF 3•OEt 2. The reaction is temperature dependent and gives gem-bis(dithiocarbamates) at 35-45 °C as a molecule with high equivalents of dithiocarbamate groups. At lower temperatures (15-20 °C), the 2-iminium-1,3-dithietane is obtained as the only product. The structure of a 2-iminium-1,3-dithietane was accomplished by X-ray crystallographic analysis  

    Synthesis of Dithiocarbamate Derivatives and Aminolysis of Epoxides in Water and under Different Conditions

    , M.Sc. Thesis Sharif University of Technology Gholami, Hadi (Author) ; Saeedi, Mohammad Reza (Supervisor) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    This research project contains two parts that investigating new approaches for becoming closer to green chemistry principals is clear in it. In the first part we tried to synthesis dithiocarbamate salts using aromatic amins and than Michael addition of them to prepare bifunctional dithiocarbamats. But we found ?-thiols as final product. In the second part of this project, we investigated the regioselective epoxide ring opening with aromatic amines by using boric acid and glycerol in water as a green media. Corresponding ?-amino alcohols were obtained with excellent yields and considerable regioselectivity. High yields of the products, mild reaction conditions, using green catalyst and water... 

    Michael Addition of Aromatic Amines and Synthesis Some Derivatives of Thiomorpholins

    , M.Sc. Thesis Sharif University of Technology Hosseyni, Morteza (Author) ; Mahmoudi Hashemi, Mohammad (Supervisor) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    This project investigates on synthesis of β-amino carbonyl compounds with new approach to become closer to green chemistry principals.In this project, we investigated the synthesis of β-amino carbonyl compounds with aromatic amines and electron deficient alkenes in the Michael reaction using boric acid and glycerol in water as a green media. High yields of the products and easy handling are some advantages of this procedure. Also, we investigated the Michael reaction in different solvents and temperatures but gave better results in the aqueous media. Moreover, thiomorpholine derivatives were synthesized using this method to give excellent yield.
     

    Synthesis of Dithiocarbamate by Markonikov Addition Reaction

    , M.Sc. Thesis Sharif University of Technology Dadras, Arefeh (Author) ; Mahmoodi Hashemi, Mohammad (Supervisor) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    Development of strategically important processes which are environmentally benign with simple methodology and work-up by low toxic material is currently reciving considerable attention.In recent years, dithiocarbamates (DTCs) and their synthesis with a green procedure have received many attention because of their undeniable applications.These synthetic compounds play important roles either in academia and industry. Here a simple, efficient and regiospecific method for synthesis of dithiocarbamates is described by one-pot three-component reaction of an amine, CS2 and alkyl vinyl ether via Markovnikov addition reaction in poly ethylene glycol (PEG) under a mild and green procedure with... 

    The Reaction of α-Haloketones with Dithiocarbamate Derivatives for the Synthesis of 2-Alkylthiothiazole Heterocyclic Compounds

    , M.Sc. Thesis Sharif University of Technology Hasani, Leila (Author) ; Saeedi, Mohammad Reza (Supervisor) ; Ziyaei Halimehjani, Azim (Co-Advisor)
    Abstract
    The reaction of α-haloketones with a variety of dithiocarbamate derivatives for the synthesis of various 2-alkylthiothiazole heterocyclic compounds was investigated in this thesis. To this end, different dithiocarbamates were initially synthesized through the reaction of amines, carbon disulfide and various alkyl halides; then, these dithiocarbamates were reacted with α-bromoketones (bromoacetophenone and chloroacetone) resulting in the formation of range of 2-alkyl thiothiazoles. To optimize the reaction conditions, ethanol and water were tested as solvents in the presence of ZrCl4 as catalyst. According to the data obtained, ethanol was selected as the optimum solvent using ZrCl4 as... 

    Investigation of Dithiocarabamates Reaction with α,β-Unsaturated Aldehydes

    , M.Sc. Thesis Sharif University of Technology Ramezani, Meraj (Author) ; Mahmoudi Hashemi, Mohammad (Supervisor) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    Dithiocarbamates are a group of compounds that nowadays have been used extensively in pharmaceutical agents, organicsynthesis and as fungicides in agriculture.We haveshown, an efficient. regiospecific method for the synthesis of cyclic dithiocarbamates by one-pot three-component cascade reaction of an amine, CS2 and α,β-unsaturated aldehyde via Michael addition/hemiamination reaction in watre under a mild and green procedure with excellent yields and complete regioselectivity  

    A study of glycine-based dithiocarbamates as effective corrosion inhibitors for cold rolled carbon steel in HCl solutions

    , Article Surfaces and Interfaces ; Volume 21 , 2020 Zeinali Nikoo, S ; Shockravi, A ; Mokarami Ghartavol, H ; Ziyaei Halimehjani, A ; Ostadrahimi, M ; Mirhosseini, S. M ; Behzadi, H ; Ghorbani, M ; Sharif University of Technology
    Elsevier B.V  2020
    Abstract
    The corrosion inhibition of glycine-based dithiocarbamates with benzyl (BDTC) and propyl (PDTC) groups were investigated for cold rolled carbon steel (CRS) in 0.5 M HCl, indicating that the compounds as mixed type inhibitors significantly reduced the corrosion rate of the CRS due to the formation of a stable protective film on the metal surface. As confirmed by ATR-FTIR, SEM, AFM, XPS and theoretical studies, chemically adsorbed BDTC molecule is a better corrosion inhibitor with higher corrosion efficiency of about 98% at room temperature and a better thermal stability attributed to the Fe-S and Fe-N bindings, and in addition, to the presence of the benzene ring in the molecular structure. ©... 

    Investigation of One-Pot Three-Component Reaction of Naphthalenediols with Formaldehyde and Amines under Catalyst-free Conditions

    , M.Sc. Thesis Sharif University of Technology Nayebi Gavgani, Hadi (Author) ; Saidi, Mohammad Reza (Supervisor) ; Ziyaei Halimehjani, Azim (Supervisor)
    Abstract
    In this study, a catalyst-free Mannich reaction is applied for synthesis of 1,3-oxazines as an important class of biologically active compounds. In order to consider environmental application a mixture of water and ethanol is selected as a solvent for the reaction of 2,7-dihydroxynaphthalene with formaldehyde and an amine. Primary consideration of substitution effect on the reaction revealed that aniline and its derivatives with electron-donating substituent and halogens, cause higher yield. Aliphatic amines are not good substrate for this reaction with the exception of benzyl amine  

    Synthesis and Characterization of Dithiocarbamate Complex Derivatives of 3-((Pyridin-2-yl)Methyl Amino)Propannitril

    , M.Sc. Thesis Sharif University of Technology Torabi, Saeedeh (Author) ; Saeedi, Mohammad Reza (Supervisor) ; Ziyaei Halimehjani, Azim (Co-Advisor)
    Abstract
    Dithiocabamates are valuable compounds due to their wide application as herbicides, fungicides, antitumor and etc. Another aspect of dithiocarbamates is their application in coordination chemistry. In this project, 3-((pyridin-2-yl) methyl amino) propane nitrile was prepared via Michael addition reaction of 1-methyl¬amino¬pyridine and acrylonitrile in water. Then this compound was converted to its potassium dithiocarbamate salt via treatment with carbon disulfide in the presence of potassium hydroxide in tetrahydrofuran. The prepared ligand was used in complexation with metal salts of Zn, Hg, Ni and Sn to prepare their dithiocarbamate complexes. The structure of complexes was elucidated by... 

    Investigation of complexation behavior of the dithiocarbamates of N 1 ,N n -dicinnamylalkane-1,n-diamines with metals

    , Article Journal of Molecular Structure ; Volume 1180 , 2019 , Pages 188-195 ; 00222860 (ISSN) Ziyaei Halimehjani, A ; Soleymani Movahed, F ; Fathi, M. B ; Daliri, R ; Saidi, M. R ; Sharif University of Technology
    Elsevier B.V  2019
    Abstract
    Synthesis and characterization of metal dithiocarbamate complexes of N 1 ,N 3 -dicinnamylpropane-1,3-diamine, N 1 ,N 4 -dicinnamylbutane-1,4-diamine and N 1 ,N 6 -dicinnamylhexane-1,6-diamine are reported. The ligands are prepared using cinnamaldehyde and primary diamines to provide the corresponding diimines, followed by reduction with NaBH 4 to afford the corresponding secondary diamines. Diamines react with carbon disulfide in basic medium to furnish the corresponding bis(dithiocarbamate) salts, which underwent complexation with metals. The prepared complexes were characterized by IR, 1 H and 13 C NMR, TGA and elemental analyses. Although the dinuclear metal dithiocarbamate macrocyclic...