58249-57-3 Usage
Description
5-Benzothiazolecarbonitrile, also known as Benzo[d]thiazole-5-carbonitrile, is an organic compound with the molecular formula C8H4N2S. It is a heterocyclic compound featuring a benzene ring fused with a thiazole ring, and a nitrile functional group attached to the thiazole. 5-Benzothiazolecarbonitrile is known for its chemical reactivity and is widely utilized in the synthesis of various pharmaceuticals and other organic compounds.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 58249-57-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,2,4 and 9 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 58249-57:
(7*5)+(6*8)+(5*2)+(4*4)+(3*9)+(2*5)+(1*7)=153
153 % 10 = 3
So 58249-57-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H4N2S/c9-4-6-1-2-8-7(3-6)10-5-11-8/h1-3,5H
58249-57-3Relevant articles and documents
Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase
-
Paragraph 0013; 0099, (2019/02/13)
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.
Generation and Diels-Alder trapping of 4,5-bis(bromomethylene)-4,5-dihydrothiazole
Jouve, Karine,Pautet, Felix,Domard, Monique,Fillion, Houda
, p. 2047 - 2050 (2007/10/03)
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.
