76270-13-8Relevant academic research and scientific papers
Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides
Do, Nhan T.,Tran, Khoa M.,Phan, Hao T.,To, Tuong A.,Nguyen, Tung T.,Phan, Nam T. S.
supporting information, p. 8987 - 8991 (2019/10/28)
We report a method to obtain arylthioamides by the functionalization of sp3 C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.
Design, synthesis, MTT assay, DNA interaction studies of platinum(II) complexes
Lunagariya, Miral V.,Thakor, Khyati P.,Waghela, Bhargav N.,Vaidya, Foram U.,Pathak, Chadramani,Patel, Mohan N.
, p. 14 - 31 (2017/09/30)
The square planar Pt(II) complexes of the type [Pt(Ln)(Cl2)] (where Ln?=?L1?3?=?thiophene-2-carboxamide derivatives and L4?6?=?thiophene-2-carbothioamide derivatives) have been synthesized and characterized by physicochemical and various spectroscopic studies. MIC method was employed to inference the antibacterial potency of complexes in reference to free ligands and metal salt. Characteristic binding constant (Kb) and binding mode of complexes with calf thymus DNA (CT-DNA) were determined using absorption titration (0.76–1.61?×?105?M?1), hydrodynamic chain length assay and fluorescence quenching analysis, deducing the partial intercalative mode of binding. Molecular docking calculation displayed free energy of binding in the range of –260.06 to –219.63 kJmol?1. The nuclease profile of complexes towards pUC19 DNA shows that the complexes cleave DNA more efficiently compared to their respective metal salt. Cytotoxicity profile of the complexes on the brine shrimp shows that all the complex exhibit noteworthy cytotoxic activity with LC50 values ranging from 7.87 to 15.94?μg/mL. The complexes have been evaluated for cell proliferation potential in human colon carcinoma cells (HCT 116) and IC50 value of complexes by MTT assay (IC50?=?125–1000?μg/mL).
A Robust, Eco-Friendly Access to Secondary Thioamides through the Addition of Organolithium Reagents to Isothiocyanates in Cyclopentyl Methyl Ether (CPME)
Pace, Vittorio,Castoldi, Laura,Monticelli, Serena,Safranek, Sandra,Roller, Alexander,Langer, Thierry,Holzer, Wolfgang
supporting information, p. 18966 - 18970 (2016/01/26)
The nucleophilic addition of widely available and variously functionalized organolithium reagents to isothiocyanates represents a straightforward, high-yielding, one-pot method to access secondary thioamides. The simple reaction conditions required and the broad scope (>50 cases examples) makes it a robust and reliable method to access both simple and complex thioamides, including enantiopure ones. Noxious and unpleasant-smelling sulfurating agents, usually employed in the literature established methods, are avoided during the whole synthetic procedure thus, rendering the protocol highly attractive, also for sustainability aspects.
A metal-free and a solvent-free synthesis of thio-amides and amides: An efficient Friedel-Crafts arylation of isothiocyanates and isocyanates
Varun, Begur Vasanthkumar,Sood, Ankush,Prabhu, Kandikere Ramaiah
, p. 60798 - 60807 (2015/02/19)
A rapid, metal-free and solvent-free (very low loading of solvent in few cases) reaction conditions for synthesizing thioamides and amides using a Bronsted super acid such as triflic acid has been developed. This method shows a broad substrate scope with
Sulfonic acid functionalized nano Γ-Al 2O 3: A new, efficient, and reusable catalyst for synthesis of thioamides
Yin, Zhikui,Zheng, Bin,Ai, Fang
, p. 1412 - 1420 (2013/10/08)
Sulfonic acid functionalized nano γ-Al2O3 is easily prepared by the reaction of nano γ-Al2O3 with 1,3-propane sulfone. This reagent can be used as an eficient catalyst for the synthesis of thioamides. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered for several times.
Nano n -propylsulfonated magnetic γ-Fe2O3 as an efficient and reusable catalyst for the synthesis of thioamides
Yin, Zhikui,Zheng, Bin
, p. 527 - 531 (2013/10/21)
One-pot three-component reactions of aldehydes, amines, and sulfur are carried out in the presence of nano n-propylsulfonated magnetic γ-Fe2O3 as a catalyst for the synthesis of biologically interesting thioamide derivatives. The value of this catalytic method lies in its mild reaction catalyst and conditions, good yields, and ease of handling.
Sulfated tungstate: An efficient catalyst for synthesis of thioamides via Kindler reaction
Pathare, Sagar P.,Chaudhari, Pramod S.,Akamanchi, Krishnacharya G.
experimental part, p. 125 - 129 (2012/07/03)
New application of sulfated tungstate, a mildly acidic solid inorganic acid, as reusable heterogeneous catalyst for efficient Kindler reaction, a three component reactions of aldehydes, amines and sulfur, for synthesis of thioamides is discussed.
Aminolysis of aryl dithio-2-thiophenates and dithio-2-furoates in acetonitrile
Oh, Hyuck Keun,Woo, So Young,Shin, Chul Ho,Lee, Ikchoon
, p. 849 - 857 (2007/10/03)
The aminolyses of the title substrates with anilines and benzylamines are investigated in acetonitrile. A clean second-order kinetics is obtained with a first-order rate law in the amine concentration, which is uncomplicated by the fast proton transfer st
A FRIEDEL-CRAFTS SYNTHESIS OF N-SUBSTITUTED THIOPHENECARBOTHIOAMIDES
Jagodzinski, Tadeusz,Jagodzinska, Elzbieta,Jablonski, Zygfryd
, p. 3683 - 3688 (2007/10/02)
The reaction of thiophene and 2,5-dimethylthiophene with isothiocyanates in the presence of aluminium chloride in nitromethane gave rise to the formation of the N-substituted carbothioamides of thiophene-2-carboxylic and 2,5-dimethyl-thiophene-3-carboxylic acid, respectively.Under similar conditions, 2-ethylthio-5-methylthiophene was attacked by the reagent at the carbon atom adjacent to the ethylthio group, whereas 2-phenyl-5-methylthiophene yielded a mixture of the 3- and 4-carbothioamides.
SIMPLE NEW ROUTES TO OXIMINOPHOSPHONODITHIOATES, 1,3,5,2-OXATHIAZAPHOSPHOLES AND 1,3,2-THIAZAPHOSPHOLINES FROM OXIMES AND THEIR DERIVATIVES
El-Barbary, A. A.,Shabana, R.,Lawesson, S.-O.
, p. 375 - 382 (2007/10/02)
2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, reacted with ketoximes at 25o followed by alkylation with methyl iodide to give oximino-4-methoxyphenyl-S-methyl-phosphonodithioate, 4. p-Tolualdehyde oxime when treated with 1 gave 2,4,6-tri-p-tolyl-1,3,5-trithiolidine, 6.The reaction of benzohydroxamoyl chlorides with 1 yielded 1,3,5,2-oxathiazaphospholes, 8, whereas p-nitrobenzohydroxamoyl chloride gave 3,6-di(4-nitrophenyl)-1,4,2,5-dioxadiazine, 11.Diarylketoximes with 1 produced 13 and 14. 9-Benzanthrone oxime with 1 afforded 9-benzanthrone thione, 16.The reaction of oximes of phenyl phenylmethylketoximes or 1,3-diphenyl-2-propanone with 1 at 80o afforded 1,3,2-thiazaphospholines, 18.
