54584-09-7

Upstream product

• 37488-43-0 N-ethoxycarbonylpyrrole-2-thiocarboxamide 
• 137-07-5 2-amino-benzenethiol 
• 1003-29-8 2-pyrrole aldehyde 
• 634-97-9 pyrrole-2-carboxyl acid 
• 4513-94-4 1H-pyrrole-2-carbonitrile 
• 109-97-7 pyrrole 
• 2516-40-7 2-bromo-1,3-benzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 72607-07-9 2-(2-nitrovinyl)pyrrole 
• 2433-66-1 2-ethenyl-1H-pyrrole 
• 15111-14-5 2-iodo-N-(phenylmethylene)-benzenamine 
• 615-43-0 2-iodophenylamine 
• 31230-94-1 2-pyrrolylbenzothiazoline 

Downstream Products

• 1233319-02-2 1,9-bis(2-benzothiazolyl)-5-phenyl-5,10-dihydrodipyrrin 
• 1233319-03-3 1,9-bis(2-benzothiazolyl)-5-(4-methoxyphenyl)-5,10-dihydrodipyrrin 

Relevant academic research and scientific papers

2-(2-Pyrrolyl)-1,3-benzothiazole

The title compound, C11H8N2S, already known from the literature, was prepared and studied by X-ray diffraction. The five-membered heterocyclic ring is coplanar with its fused benzene ring. However, the molecule itself is non-planar, with the dihedral angle between the planes of the 2-benzothiazolyl and pyrrolyl groups being 17.3 (7)°. The molecules related by the twofold rotation axis are connected in pairs by N - H...N hydrogen bonds of 3.032 (9) A.

Ruthenium(II)-catalyzed synthesis of 2-arylbenzimidazole and 2-arylbenzothiazole in water

Benzimidazoles/benzothiazoles are heterocyclic compounds which contain a five membered heteroatom and a benzene ring. They constitute a crucial structural unit of numerous bioactive compounds and natural products. Since the compounds containing benzimidaz

Benzothiazole Synthesis: Mechanistic Investigation of an in Situ-Generated Photosensitizing Disulfide

The use of a visible light absorbing intermediate as a photosensitizer makes a chemical process simple and sustainable, obviating the need for the use of chemical additives. Herein, the formation of a photosensitizing disulfide in benzothiazole synthesis from 2-Aminothiophenol and aldehydes was proposed and confirmed through in-depth mechanistic studies. A series of photophysical and electrochemical investigations revealed that an in situ-generated disulfide photosensitizes molecular oxygen to generate the key oxidants, singlet oxygen and superoxide anion, for the dehydrogenation step.

Oxidative NHC catalysis for base-free synthesis of benzoxazinones and benzoazoles by thermal activated NHCs precursor ionic liquid catalyst using air as oxidant

A reusable thermal activated NHC precursor ionic liquid catalyst ([BMIm]2[WO4]) has been prepared and developed for the synthesis of nitrogen-containing heterocycles such as benzoxazinones and benzoazoles through imines activation. [BMIm]2[WO4] exhibited the good activity for the base-free condensation and oxidative NHC catalysis tandem under air atmosphere. The catalyst can be recovered and reused for at least five runs in gram scale synthesis without any decrease in catalytic activity. Furthermore, the control experiments demonstrated that the reaction involved formation of aromatic aldimines, NHC-catalyzed oxidative formation of imidoyl azoliums and intramolecular cyclization to generate the product.

A novel ternary GO@SiO2-HPW nanocomposite as an efficient heterogeneous catalyst for the synthesis of benzazoles in aqueous media

A new solid acid catalyst, consisting of 12-phosphotungstic heteropoly acid (HPW) supported on graphene oxide/silica nanocomposite (GO@SiO2), has been developed via immobilizing HPW onto an amine-functionalized GO/SiO2 surface through coordination interaction (GO@SiO2-HPW). The GO@SiO2-HPW nanocomposite was characterized by Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and powder X-ray diffraction (XRD). The prepared nanocomposite could be dispersed homogeneously in water and further used as a heterogeneous, reusable, and efficient catalyst for the synthesis of benzimidazoles and benzothiazoles by the reaction of 1,2-phenelynediamine or 2-aminothiophenol with different aldehydes.

Method for preparing benzothiazole compound through microwave catalysis in water phase

The invention discloses a method for preparing a benzothiazole compound through/under microwave catalysis in a water phase. A water-soluble coordination compound is used as a catalyst, and a reactionof inorganic sulfide, 2-iodoaniline and aldehyde is efficiently catalyzed through microwaves in a pure water phase. The method for preparing the benzothiazole compound is environmentally friendly, convenient to operate, safe, cheap and efficient. Compared with the prior art, the method is applied to a large quantity of functional groups, high in yield, simple to operate, safe, low in cost and environmentally friendly and produces a few byproducts.

Iron-catalyzed cyclization of aminothiols: An easy access to benzothiazoles and evaluation of their antimicrobial and anti-biofilm activities

Iron-catalyzed cyclization of aminothiol with various aromatic and heteroaromatic aldehydes produces a variety of benzothiazoles in moderate to excellent yield. Compound 3o with one carbazole functional moiety bridged between two benzothiazole scaffolds i

Photocatalytic Generation of 2-Azolyl Radicals: Intermediates for the Azolylation of Arenes and Heteroarenes via C-H Functionalization

The 2-azolyl radical, generated from 2-bromoazoles via photocatalysis, is a powerful intermediate for the intermolecular arylation of unmodified (hetero)arenes. The reaction is characterized by mild conditions, operational simplicity, tolerance toward functional and sterically demanding groups, broad scope, and anti-Minisci selectivity. A working mechanism is provided, and a low-solubility amine is essential for successful coupling. The utility of the reaction is demonstrated via late-stage functionalization of methyl estrone and application toward other bromoarenes.

Novel Cu(0)-Fe3O4@SiO2/NH2cel as an Efficient and Sustainable Magnetic Catalyst for the Synthesis of 1,4-Disubstituted-1,2,3-triazoles and 2-Substituted-Benzothiazoles via One-Pot Strategy in Aqueous Media

A novel, air stable, water dispersible and efficient magnetic catalyst based on copper nanoparticles onto ethylene diamine functionalized inorganic/organic composite [Cu(0)-Fe3O4@SiO2/NH2cel] has been prepared. Functionalization of inorganic/organic composite by ethylene diamine imparts desirable chemical functionality and enables the generation of active sites for the immobilization of Cu(0) nanoparticles. The novel catalyst system has been well characterized by various techniques like FTIR, TGA, XRD, SEM, HRTEM, EDX, ICP-AES, UV-Vis and VSM. Further, Cu(0)-Fe3O4@SiO2/NH2cel opens up a new avenue to introduce a very useful and efficient catalytic system for the one-pot synthesis of 1,4-disubstituted-1,2,3-triazoles via 1,3-dipolar cycloaddition of terminal acetylenes to azides, generated in situ from anilines in water at room temperature, and one-pot three component reaction of 2-iodoaniline, aldehyde and thiourea as sulphur source for the synthesis of 2-substituted-benzothiazole derivatives in water. The novel heterogeneous magnetic catalyst offers recyclability without significant deterioration in catalytic activity and can be easily recovered using an external magnet, thus making it eco-friendly and economical to perform the desired transformations.

Phenyliodonium diacetate mediated arylation of benzothiazoles with substituted styrenes

A metal-free synthesis of 2-arylbenzothiazoles was achieved using phenyliodonium diacetate (PIDA) from benzothiazoles and styrenes or β-nitrostyrenes. This transformation tolerates various functional groups such as methoxy, hydroxy, fluoro, chloro, and nitro groups.