42238-71-1

Upstream product

• 621-01-2 N,N'-Bis(p-tolyl)thiourea 
• 106-49-0 p-toluidine 
• 29289-13-2 2-iodo-4-methylaniline 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 3507-26-4 2-chloro-6-methylbenzo[d]thiazole 
• 14731-25-0 5-(4-methyl-anilino)-3H-[1,3,4]thiadiazole-2-thione 
• 1072-71-5 5-mercapto-1,3,4-thiadiazole-2(3H)-thione 
• 73901-66-3 N,N-di-p-tolyl-thiourea 

Downstream Products

• 101281-22-5 methyl-(6-methyl-benzothiazol-2-yl)-p-tolyl-amine 
• 101281-23-6 (3,6-dimethyl-3H-benzothiazol-2-ylidene)-p-tolyl-amine 

Relevant academic research and scientific papers

DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates: Via C-H sulfurization: A new route to 2-aminobenzothiazoles

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.

Metal-Free Synthesis of 2-Aminobenzothiazoles via Iodine-Catalyzed and Oxygen-Promoted Cascade Reactions of Isothiocyanatobenzenes with Amines

In this paper, a highly efficient and sustainable synthesis of 2-aminobenzothiazoles through the cascade reactions of isothiocyanatobenzenes with primary or secondary amines by using iodine as a catalyst and oxygen as an oxidant is presented. Mechanistically, the formation of the title compounds involves the in situ formation of the required benzothiourea intermediate followed by its intramolecular cross dehydrogenative coupling of a C(sp2)-H bond and a S-H bond. To our knowledge, this should be the first example in which 2-aminobenzothiazoles are efficiently prepared from simple and cheap isothiocyanates and amines under metal-free conditions by using iodine as a catalyst and molecular oxygen as an oxidant with water as the byproduct. Compared with literature protocols, this method eliminates the use of ortho-halo-substituted precursors, expensive transition-metal catalysts, and hazardous oxidants.

Synthesis method of 2-aminobenzothiazole compounds

The invention discloses a preparation method of 2-aminobenzothiazole compounds. The 2-aminobenzothiazole compounds is prepared from the following steps of dissolving phenyl/naphthalene isothiocyanateand primary amine into a solvent, adding a catalyst iodine and an oxidant, carrying out one-pot multi-step tandem reaction to prepare the 2-aminobenzothiazole compounds under the temperature of 80 to 150 DEG C. The synthesis method has the advantages that raw materials are cheap and easily available, the reaction condition is mild, the substrate application range is broad, atom economy is high, requirements of green chemical are met, and a novel method which is economical and practical and green and environmentally friendly is provided for synthesis of the 2-aminobenzothiazole compounds.

[...] - 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.

Copper/N,N,N',N'-tetramethylethylenediamine-catalyzed synthesis of N-substituted benzoheterocycles via C-S cross-coupling at ambient temperature in water

Copper/N,N,N',N'-tetramethylethylenediamine (Cu/TMEDA)-catalyzed ambient temperature tandem reactions of isothiocyanates with 2-iodophenols or 2-iodoanilines in water without the protection of an inert atmosphere are described, which provide a simple, rapid, environmental method for the synthesis of a variety of 2-iminobenzo-1, 3- oxathioles and 2-aminobenzothiazoles in good yields. More important, the present reaction process needs only low amounts of copper catalyst (1mol%) and can yield the products on a gram scale.

1,10-Phenanthroline-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in water

The 1,10-phenanthroline-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water is described, which provides an environmentally benign, efficient and simple route for the preparation of 2-aminobenzothiazoles. The present tandem process shows broad substrate scope in the absence of transition metals and phase-transfer catalysts. Copyright

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

EIN NEUER WEG ZU 2H-1,2,4-BENZOTHIADIAZINDERIVATEN

2-Substituted 2H-1,2,4-benzothiadiazine-1-oxides are prepared by reaction of aryl guanidines with SOCl2 in presence or without Lewis acids.The scope of this reaction and some transformations of the products are investigated.