58249-57-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Benzothiazolecarbonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of a diverse range of benzo fused heterocycles, which are essential in the development of new drugs with different therapeutic properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 5-Benzothiazolecarbonitrile serves as a valuable reactant for the preparation of benzo fused heterocycles. These heterocycles are important building blocks in the synthesis of complex organic molecules, including those with potential applications in materials science, agrochemicals, and other industries.
Used in Research and Development:
5-Benzothiazolecarbonitrile is also utilized in research and development laboratories for the exploration of new synthetic pathways and the development of novel chemical compounds. Its reactivity and structural diversity make it an attractive candidate for the design and synthesis of new molecules with potential applications in various fields.

InChI:InChI=1/C8H4N2S/c9-4-6-1-2-8-7(3-6)10-5-11-8/h1-3,5H

Upstream product

• 768-11-6 5-bromo-benzthiazole 
• 73963-98-1 zinc cyanide 
• 107-13-1 acrylonitrile 
• 206662-96-6 4,5-bis(dibromomethyl)thiazole 
• 1123-93-9 5-aminobenzothiazole 

Downstream Products

• 1158749-25-7 1,3-benzothiazole-5-carboxamide 

Relevant academic research and scientific papers

Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase

The invention discloses a method for synthesizing benzothiazole by microwave radiation of a benzothioamide compound in an aqueous phase. The method includes the steps: adding the benzothioamide compound into the aqueous phase under microwave conditions; performing cyclization under alkaline conditions to generate the benzothiazole. The method for preparing the benzothiazole is environmentally friendly, simple and convenient in operation, safe, cheap and efficient. Compared with the prior art, the method is applicable to a lot of functional groups, high in yield, few in by-products, simple in operation, safe, low in cost and environmentally friendly.

AMINOPYRIMIDINONES AS INTERLEUKIN RECEPTOR-ASSOCIATED KINASE INHIBITORS

This invention relates to aminopyrimidinone compounds of Formula (I) that are inhibitors of Interleukin receptor-associated kinases, in particular IRAK-4, and are useful in the treatment or prevention of inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease.

Generation and Diels-Alder trapping of 4,5-bis(bromomethylene)-4,5-dihydrothiazole

Treatment of 4,5-bis(dlbromomethyl)thiazole (1a) with sodium iodide in DMF led to 4,5-bis(bromomethylene)-4,5-dihydrothiazole (2a). Trapping the latter in situ with dienophiles afforded directly the aromatized cycloadducts. Starting with 5-hydroxynaphthoquinone or its 2- and 3-bromo derivatives 6 gave a mixture of the tetracyclic quinones 10 + 11 from which the 1,6-regioisomer 10 predominates. Using acrylate dienophiles gave 6-substituted benzothiazoles 13 as the major products. The regiochemistry of the cycloadditions between 2a and naphthoquinones 6 agrees with the predictions of the frontier molecular orbital theory. In contrast, the regioselectivity observed from 2a and acrylate dienophiles 12, similar to that previously obtained with 5-bromomethylene-4-methylene-4,5-dihydrothiazole (2b), is opposite to that predicted and could be better accomodated by a competitive Michael addition followed by a cyclization-elimination step.