120-75-2Relevant articles and documents
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Suzuki et al.
, p. 353 (1976)
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Transforming LiTMP Lithiation of Challenging Diazines through Gallium Alkyl Trans-Metal-Trapping
Uzelac, Marina,Kennedy, Alan R.,Hevia, Eva,Mulvey, Robert E.
, p. 13147 - 13150 (2016)
This study establishes a new trans-metal-trapping (TMT) procedure based on a mixture of LiTMP (the base) and tris(trimethylsilylmethyl)gallium [Ga(CH2SiMe3)3, GaR3] (the trap) that, operating in a tandem manner, is effective for the regioselective deprotonation of sensitive diazines in hydrocarbon solution, as illustrated through reactions of pyrazine, pyridazine, and pyrimidine, as well as through the N-S heterocycle benzothiazole. The metallo-activated complexes of all of these compounds were isolated and structurally defined.
A novel practical synthesis of benzothiazoles via Pd-catalyzed thiol cross-coupling
Itoh, Takahiro,Mase, Toshiaki
, p. 3687 - 3689 (2007)
A convenient synthesis of substituted benzothiazoles from 2-bromoanilides has been accomplished. The various 2-bromoanilides were reacted with an alkyl thiolate in high yields using a palladium catalyst. The resulting sulfides were easily converted to the corresponding benzothiazoles via the simultaneous generation of thiols and condensation under basic or acidic conditions.
A simple and efficient route for synthesis of 2-alkylbenzothiazoles
Waengdongbung, Wijitra,Hahnvajanawong, Viwat,Theramongkol, Parinya
, p. 941 - 945 (2016)
The condensation of 2-aminothiophenol with aliphatic aldehydes in the presence of 4? molecular sieves, followed by oxidation with silica gel supported pyridinium chlorochromate offers a simple and efficient route to 2-alkylbenzothiazoles.
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Worrall,Phillips
, p. 424 (1940)
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Ligand exchange reactions of NiCl2(PPh3)2 with O(S)∩N∩S ligands
Sawusch, Stefan,Schilde, Uwe
, p. 881 - 886 (1999)
Ligand exchange reactions of NiCl2(PPh3)2 with O(S)∩N∩S ligands were studied. Oxidation products of O∩N∩S ligands have been characterized and their structures determined: 3-methyl-4H-benzo[b][1,4]thiazin-2-yl-phenylmethanone / 2-methyl-benzo[d][1,3]thiazole (mixed crystal); [2-iminoisopropyl-thiophenolato(2-)](triphenyl-phosphane)-nickel(II); 1-phenyl-3-methyl-4-(benzoyl-thiobenzoylhydrazono)-pyrazol-5-thione; [1-phenyl-3-methyl-4-(benzoyl-thiobenzoylhydrazono)-pyrazol-5-thionato] (triphenyl-phosphane)-nickel(II).
A ball-milling strategy for the synthesis of benzothiazole, benzimidazole and benzoxazole derivatives under solvent-free conditions
Sharma, Hemant,Singh, Narinder,Jang, Doo Ok
, p. 4922 - 4930 (2014)
A convenient solvent-free method for the synthesis of benzothiazole, benzimidazole, and benzoxazole derivatives has been developed using recyclable ZnO-NPs via a ball-milling strategy. The method affords environmentally friendly reaction conditions that score high on the ecoscale with the low E-factor. The process is also highly efficient even on a multi-gram scale and provides easy product isolation.
COMPOSITION OF "POLYPHOSPHORIC ACID TRIMETHYLSILYL ESTER (PPSE)" AND ITS USE AS A CONDENSATION REAGENT
Yamamoto, Keiji,Watanabe, Hiroyuki
, p. 1225 - 1228 (1982)
Phosphorus pentoxide reacts readily with anhydrous hexamethyl-disiloxane (HMDSO) to form mixtures of tetraphosphoric acid trimethyl-silyl esters (so-called PPSE), the composition of which being estimated from (31)P NMR data.PPSE was conveniently used as a condensation reagent for the syntheses of benzimidazoles, indoles, and isoquinoline derivatives.Heterogenized PPSE by using silica gel instead of HMDSO was found to be equally useful.
Synthesis, spectroscopic characterization and photophysical study of dicyanomethylene-substituted squaraine dyes
Pisoni, Diego Dos Santos,Petzhold, Cesar Liberato,Abreu, Marluza Pereira De,Rodembusch, Fabiano Severo,Campo, Leandra Franciscato
, p. 454 - 462 (2012)
In this work, the synthesis and the photophysical study of novel symmetrical and unsymmetrical squaraine dyes is described. These dyes were prepared by base-catalyzed condensation reaction between 3H-indolium or benzothiazolium salts with dicyanomethylene squarate, derived from squaric acid. The photophysical behavior of the dyes was investigated using UV-Vis absorption and steady-state fluorescence in solution. Additionally, its association with albumin from bovine serum (bovine serum albumin [BSA]) was also investigated. The dyes present strong absorption in the red/infrared regions and fluorescence emission in the infrared region tailored by the electronic structure of the squaraine. Association experiments with bovine serum albumin indicate that the obtained squaraine dyes are suitable for protein detection in solution.
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Jenkins et al.
, p. 274 (1961)
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Facile synthesis of benzimidazole, benzoxazole, and benzothiazole derivatives catalyzed by sulfonated rice husk ash (RHA-SO3H) as an efficient solid acid catalyst
Shirini, Farhad,Mamaghani, Manouchehr,Seddighi, Mohadeseh
, p. 5611 - 5619 (2015)
A mild, simple, and efficient solvent-free method, with sulfonated rice husk ash as solid acid catalyst, has been developed for preparation of benzimidazole, benzoxazole, and benzothiazole derivatives. The products are obtained in good to high yields after very short reaction times, and the catalyst can be reused five times without loss of its catalytic activity.
Method for preparing alkyl benzothiazole derivative under visible light
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Paragraph 0024-0026, (2021/06/22)
The invention discloses a method for preparing an alkyl benzothiazole derivative under visible light, which specifically comprises the following steps: under the protection of inert gas, adding N-(2-bromophenyl) alkyl thioamide and inorganic base into a reaction container provided with a stirring device, then adding dimethyl sulfoxide, stirring and reacting for 24 hours at room temperature under the irradiation of visible light, and obtaining the alkyl benzothiazole derivative. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) alkyl thioamide are realized. In addition, the alkylbenzothiazole derivative can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the alkylbenzothiazole derivative.
ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles
Dhawale, Kiran D.,Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.,Patil, Limbraj R.
, p. 1588 - 1601 (2021/03/18)
The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.
