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Microwave Synthetic Technology
Published in Banik Bimal Krishna, Bandyopadhyay Debasish, Advances in Microwave Chemistry, 2018
Biswa Mohan Sahoo, Bimal Krishna Banik, Jnyanaranjan Pa
A novel one-pot three-component reaction is developed for the synthesis of thiazole derivatives from thioamides, α-haloketones and ammonium acetate at 110°C and/or under microwave irradiation under solvent-free conditions [100].
Microwave-Assisted Synthesis: Revolution in Synthetic Chemistry
Published in Satish A. Dake, Ravindra S. Shinde, Suresh C. Ameta, A. K. Haghi, Green Chemistry and Sustainable Technology, 2020
MW assisted, the three-component technique was applied for a mixture of an aromatic aldehyde, 2-amino-4H-benzothiopyrano[4,3-d]thiazole and meraptoacetic acid for the synthesis of thiazolidinones by Ma et al. [36] Scheme 10.31.
Facile synthesis of hydrazono bis-4-oxothiazolidines
Published in Journal of Sulfur Chemistry, 2022
Sara M. Mostafa, Ashraf A. Aly, Stefan Bräse, Martin Nieger, Asmaa H. Mohamed
Thiazole ring namely 1,3-thiazole is a most common five membered heterocyclic compound which incorporated both nitrogen and sulfur. One of thiazole classes is thiazolidinones, which are known to be privileged small ring heterocycles because they exhibit different types of biological activities [1–7]. The 4-thiazolidinone ring system comprises a large number of biologically active compounds that have been evaluated for their anticonvulsant [8,9], antidiarrheal [10], antiplatelet activating [11], antimicrobial [3,11,12], anti-HIV [13–16], and anticancer [17–19] activities. Interestingly, several methods for the stereoselective synthesis of thiazolidin-4-ones are available in the literature [20–31].
An efficient, one-pot, regioselective synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles under solvent-free conditions
Published in Journal of Sulfur Chemistry, 2022
Ranjana Aggarwal, Mona Hooda, Naman Jain, Dionisia Sanz, Rosa M. Claramunt, Brendan Twamley, Isabel Rozas
Thus, various synthetic approaches to incorporate this nucleus have been explored which are classified depending on the number of components that join together to form the thiazole ring. These include one-component reactions [24], two-component reactions [25] and three- or multi-component reactions [26]. From the many synthetic methods reported to achieve thiazole derivatives, the most common is the Hantzsch synthesis, which involves [3+2] condensation of α-haloketones (C–C two atoms unit) with different compounds having an S–C–N three atoms unit (e.g. thioamides, thioureas, thiosemicarbazides, ammonium dithiocarbamate and their derivatives). Judicious choice of the reactants allows introducing alkyl, aryl or heterocyclic substituents in any of the 2-, 4- and 5- positions of the thiazole ring. Furthermore, the literature is enriched with progressive findings for the synthesis of 5-acylfunctionalized thiazole derivatives dealing with the cyclocondensation of variously substituted thioamide/thiourea derivatives with 3-chloroacetylacetone [27–30] in the presence of TEA/K2CO3 (route I, Scheme 1) or with chlorinated/brominated β-keto esters [31, 32] in the presence of sodium acetate (route II, Scheme 1). Other methods involve condensation of cyanocarbonimidodithioate salts with 2-chloroacetoamides [33] using DBU as catalyst (route III, Scheme 1) or with 1,3-dicarbonyl compounds [34] in the presence of N-bromosuccinimide -NBS- (route IV, Scheme 1), condensation of phenacyl bromides with benzoylaminocarbo-N-thioylpyrrolidines [35] in refluxing acetone (route V, Scheme 1) and cyclocondensation of (het)arylmethylamines with monothiodiketones [36] in the presence of thionyl chloride and DMAP at room temperature (route VI, Scheme 1). Apart from this, analogous solvent-free syntheses of 2-amino-1,3-thiazole derivatives through cyclocondensation of phenacyl bromide and thiourea [37, 38] are also known.
Structural, IR spectra NBO, TDDFT, AIM calculation, biological activity and docking property of [1,2,4]-triazolo[3,4-b][1,3,4] thiadiazole
Published in Egyptian Journal of Basic and Applied Sciences, 2018
Anoop Kumar Pandey, Dharmesh Vikram Shukla, Vijay Singh, Vijay Narayan
1,3-thiazole containing both Nitrogen and sulphur is a heterocyclic compound. The term 'thiazole' refers to a large family of derivatives [1]. Thiazole having molecular formula C3H3NS is a soft yellow liquid with pyridine-like scent [2] and used in a variety of specialized products, often by fusing with benzene derivatives. These are naturally occurring peptides, and utilized in the commercial development of peptidomimetics [3,4] . Thiazole is heterocyclic series organic compound characterized by a ring structure composed of three carbon atoms, one nitrogen atom, and one sulphur atom. This ring structure attributes many significant biologically active natural qualities such as thiamine, penicillin, and in many synthetic drugs, dyes, and industrial chemicals [5,6] . These are found in a number of various food products and flavors and are used in the manufacturing of prepackaged food products including noodles [7]. Thiazoles help flavorists to create healthier crops by enhancing the flavor of meats and savory foods without the accumulation of excess salts or fats [8]. 1,2,4-Triazole derivatives and their bonded heterocyclic correspondents are well known for their different biological activities and 1,2,4-triazole rings have been combined into ligands used in coordination compounds. The 1,2,4-triazole derivatives and their N bridged heterocyclic equivalents have been widely studied [9[10][11][12][13]–14] . Numerous 3,6-disubstituted [1,2,4] triazole [3,4-b] [1,3,4] thiadiazoles are testified to display significant antibacterial [15[16][17]–18] , pesticidal [19], anticancerous [20], anti-inflammatory, and anti-oxidant activities [21]. Many studies are carried to synthesize organic compounds, inorganic metal complexes and are detected by using NMR FTIR spectra [22[23][24][25][26]–27] . Monirah A. Al-Alshaikh etal. synthesized the crystal structure of [1,2,4]-triazolo[3,4-b][1,3,4] thiadiazole molecule and found it as a potential bioactive agent [22[23][24][25][26][27]–28] . The present study on the [1,2,4]-triazolo[3,4-b][1,3,4] thiadiazole molecule has been carried out to support and as an extension of the work of Monirah A. Al-Alshaikh et al. [29]. As mentioned in the work of Monirah A. Al-Alshaikh et al., due to bioactive potential of the molecule its biological properties are studied by using several parameters and also docking is made for designing new anti-inflammatory drugs. Along with this the geometrical parameters, NMA, Biological and Chemical activities, electronic transitions, thermodynamic properties are studied by the combination of DFT/B3LYP method and 6-311G(d, p). A complete DFT analysis is performed on the title molecule (Fig. 1).