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.
KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles
Nandy, Anuradha,Sekar, Govindasamy
, p. 15825 - 15834 (2021/11/01)
An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.
Synthesis method of benzothiazole compound
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Paragraph 0024-0028, (2021/07/14)
The invention relates to a novel process for synthesizing benzothiazole compounds, which comprises the following steps of: (1) heating and stirring orthoester, o-aminothiophenol and derivatives thereof to react, monitoring the reaction process by TLC, and obtaining crude benzothiazole compounds after the reaction is finished; and (2) distilling the crude benzothiazole compound obtained in the step (1) or recrystallizing by using a solvent, and filtering to obtain the benzothiazole compound. According to the method, no solvent is added in the reaction process, the separation and purification process is optimized, and green production of fine chemicals is effectively achieved; and no catalyst is added, the operation is simple, the reaction time is remarkably shortened, the production efficiency of the product is improved, and the yield can reach 79%-90%. The problems of environmental pollution, potential safety hazards, harm to human health, resource waste and the like caused by the solvent are fundamentally solved, and the method has extremely high green industrialization value.
