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Relevant academic research and scientific papers

Ligand- and solvent-free synthesis of 2-aminobenzothiazoles by copper-catalyzed tandem reaction of 2-haloanilines with isothiocyanates

We report an environmentally friendly, efficient and practical method for the synthesis of 2-aminobenzothiazoles by a copper(II)-catalyzed tandem reaction of 2-haloanilines with isothiocyanates under ligand- and solvent-free conditions in air. The developed methodology conforms to the principles of 'green chemistry' and addresses the shortage of such methods for the synthesis of 2-aminobenzothiazoles. The reaction is quite general and generates a variety of 2-aminobenzothiazoles in good to excellent yields. Copyright

[...] - anilino - [...] - [...]

The present invention discloses a novel 2-anilino-6-methylbenzothiazole derivative having the chemical formula (I), or a pharmaceutically acceptable salt, wherein the definition of each substituent is defined in the patent description and claims. This invention also discloses a method for preparing these derivatives as well as preparation of pharmaceutical chemicals for applications in treating hepatitis C.

DDQ-promoted C-S bond formation: Synthesis of 2-aminobenzothiazole derivatives under transition-metal-, ligand-, and base-free conditions

A transition-metal-free method for the intramolecular S-arylation of o-halobenzothiaoureas via DDQ-mediated leading to the 2-aminobenzothiazole derivatives is reported. The reactions are performed at room temperature under ligand- and base-free conditions with good to excellent yields. Georg Thieme Verlag Stuttgart · New York.

A practical synthesis of 2-aminobenzothiazoles via the tandem reactions of 2-haloanilines with isothiocyanates catalyzed by immobilization of copper in MCM-41

The heterogeneous tandem reactions of 2-haloanilines with isothiocyanates were achieved in DMSO using Et3N as base at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-CuSO4], yielding a variety of 2- aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst exhibited higher activity than CuSO4 and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity.

Merrifield resin supported phenanthroline-Cu(I): A highly efficient and recyclable catalyst for the synthesis of 2-aminobenzothiazoles via the reaction of 2-haloanilines with isothiocyanates

A novel Merrifield resin supported phenanthroline-Cu(I) complex has been developed and used as a highly efficient and recyclable catalyst in the reaction of 2-halobenzenamines with isothiocyanates for the synthesis of 2-aminobenzothiazoles. The reactions

Synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed cross-coupling with part-per-million catalyst loadings

An efficient protocol has been developed for the preparation of 2-aminobenzothiazoles via a copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates at very low catalyst loadings [typically 50ppm of copper(I) iodide (CuI)]. A variety of 2-iodoanilines could be cross-coupled with isothiocyanates, affording 2-aminobenzothiazoles in moderate to good yields (49-93%) under the given conditions. The turnover number (TON) of this reaction reaches 67,000 and the reaction could be scaled up, at least, to the gram-scale. Copyright

Synthesis of 2-aminobenzothiazole via FeCl3-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water

An FeCl3-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water is described, which provides an environmentally benign, efficient, and practical route for the generation of 2-aminobenzothiazole. This present tandem process shows broad substrate scope in the presence of octadecyltrimethylammonium chloride as a phase-transfer catalyst. In addition, the reaction media can be recovered and recycled without loss of efficiency.

Synthesis of N-substituted-2-Aminobenzothiazoles by ligand-Free copper(I)-Catalyzed cross-Coupling reaction of 2-haloanilines with isothiocyanates www.eurjoc.org

A novel and efficient formation of N-substituted-2-aminobenzothiazoles by a ligand-free copper(I)-catalyzed one-pot cascade process was developed. A variety of isothiocyanates coupled with 2-iodoanilines to give N-substituted-2-amino-benzothiazoles in mod