3111-89-5Relevant academic research and scientific papers
Synthesis, characterization, and biological evaluation of some novel pyrazolo[5,1-b]thiazole derivatives as potential antimicrobial and anticancer agents
Al-Aizari, Faiz A.,Almarhoon, Zainab M.,Alsayari, Abdulrhman,Asiri, Yahya I.,Ghabbour, Hazem A.,Kheder, Nabila A.,Mabkhot, Yahia N.,Muhsinah, Abdullatif Bin
, (2021/09/13)
The pharmacological activities of thiazole and pyrazole moieties as antimicrobial and anticancer agents have been thoroughly described in many literature reviews. In this study, a convenient synthesis of novel pyrazolo[5,1-b]thiazole-based heterocycles was carried out. The synthesized compounds were characterized by IR,1H and13C NMR spectroscopy and mass spectrometry. Some selected examples were screened and evaluated for their antimicrobial and anticancer activities and showed promising results. These products could serve as leading compounds in the future design of new drug molecules.
An Fe3O4@SiO2/Schiff base/Cu(ii) complex as an efficient recyclable magnetic nanocatalyst for selective mono: N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids
Sardarian, Ali Reza,Dindarloo Inaloo, Iman,Zangiabadi, Milad
, p. 8557 - 8565 (2019/06/14)
An efficient, convenient and novel method for the selective mono N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids in the presence of a recyclable magnetic Cu(ii) nanocatalyst is described. A variety of mono N-arylated O-alkyl thiocarbamates and O-alkyl carbamates were prepared in good to excellent yields with a broad range of aryl coupling partners. The magnetic nanocatalyst can be easily recovered with an external magnetic field and reused at least five times without noticeable leaching or loss of its catalytic activity. This cost-effective and eco-friendly methodology has some other advantages, such as easy preparation of the catalyst, simple workup procedure, and easy purification, which makes this protocol interesting for the users in various fields of pharmacology and biotechnology systems.
A comparative study of glycosyl thioimidates as building blocks for chemical glycosylation
Ranade, Sneha C.,Hasty, Scott J.,Demchenko, Alexei V.
, p. 360 - 379 (2013/10/08)
Our results indicate that the reactivity and the activation profile of thioimidate glycosyl donors vary significantly depending on the endocyclic heteroatom (N,O,S). Reactivity diminishes in accordance with the following sequence: O > S > N; and this tren
Syntheses of N-alkyl, A,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: A kinetic study
Milosavljevic, Milutin M.,Marinkovic, Aleksandar D.,Veljkovic, Vlada B.,Milenkovic, Dragan D.
experimental part, p. 43 - 49 (2012/07/13)
The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 °C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method.
A one-pot conversion of di-substituted thiourea to O-organyl arylthiocarbamate using FeCl3
Sahoo, Santosh K.,Chakraborty, Supratim,Patel, Bhisma K.
experimental part, p. 143 - 153 (2012/06/01)
Unsymmetrical thiourea, which on demand can generate isothiocyanate in the presence of FeCl3, can serve as a latent isothiocyanate functionality and circumvent the difficulties associated with the direct use of reactive isothiocyanate functiona
Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates
Perveen, Shahnaz,Yasmin, Arfa,Khan, Khalid Mohammed
experimental part, p. 18 - 23 (2010/04/23)
The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carried out with small-chain alcohols at room temperature without using any solvent.
Expeditious routes to 4-alkoxyquinazoline-2-carbonitriles and thiocarbamates via N-arylimino-1,2,3-dithiazoles using microwave irradiation
Besson, Thierry,Dozias, Marie-Joelle,Guillard, Jerome,Jacquault, Patrick,Legoy, Marie-Dominique,Rees, Charles W.
, p. 6475 - 6484 (2007/10/03)
Conversion of N-arylimino-4-chloro-5H-1,2,3-dithiazole 11 into the 4- alkoxyquinazoline-2-carbonitriles 13a-i and of the aryl isothiocyanates 15 into aryl thiocarbamates 16a-j with sodium alkoxides in the corresponding alcohol, either by conventional ther
Kinetics and mechanism of the aminolysis of O-ethyl S-aryl dithiocarbonates in acetonitrile
Oh,Lee,Yun,Park,Lee
, p. 419 - 423 (2007/10/03)
The aminolysis reactions of O-ethyl S-(Z-phenyl) dithiocarbonates (Z = p-CH3, H, p-Cl, and p-NO2) with anilines (AN) and N,N-dimethylanilines (DMA) in acetonitrile at 30.0 °C are investigated. Relatively small values of βx (βnuc, 0.4 ca. 0.7) and βz (βlg-0.1 ca. -0.4) for both ANs and DMAs, significantly large kH/kD values (1.1 ca. 1.9) involving deuterated anilines, and large negative ρxz values for ANs (-0.56) are interpreted to indicate a concerted mechanism for both ANs and DMAs but with a hydrogen bonded four-center type transition state (TS) for ANs. The relative leaving ability, k(Z = p-NO2)/k(Z = p-CH3), is smaller for ANs than for DMAs, especially for a weaker nucleophile (1.9 and 4.7 for AN and DMA, respectively, with X = p-Cl). This suggests that the rate enhancement by the hydrogen-bond formation in the four-center type TS for AN is greater for a weaker nucleofuge (Z = p-CH3), especially when the nucleophile (X = p-Cl) is weaker.
Ethanolysis of thioureas
Derume, Anita,Egg, Helmut,Koenig, Roman
, p. 327 - 333 (2007/10/03)
In a study on the ethanolysis of thioureas it is demonstrated that N,N'-di- and trisubstituted aryl- and alkylarylthioureas when heated in ethanolic solution undergo fission to give N-arylthiocarbamic acid O-ethyl esters and amines. The reaction rates are depending on the nature of the substituents on the phenyl rings. Generally, the reactions are promoted by mineral acid.
5-Substituted 2,3-dihydro-6-mercapto-1,3-diphenyl-2-thioxo-4(3H)-pyrimidinones and their 6-(acylthio) derivatives with platelet antiaggregating, antiinflammatory, antiarrhythmic, antihyperlipidemic and other activities
Ranise,Bruno,Bondavalli,Schenone,D'Amico,Falciani,Filippelli,Rossi
, p. 551 - 558 (2007/10/02)
The synthesis in excellent yields of 2,3-dihydro-6-mercapto-1,3,5-triphenyl-2-thioxo-4(3H)-pyrimidinone 3 and 5-ethoxycarbonyl-2,3-dihydro-6-mercapto-1,3-diphenyl-2-thioxo-4(3H)-py rimidinone 4 by reaction of methyl phenylacetate or diethyl malonate, resp
