5844-71-3

Usage

General Description

2-[(2-phenoxyethyl)sulfanyl]-1,3-benzothiazole is a chemical compound with the molecular formula C15H13NOS. It is a benzothiazole derivative that contains a sulfide functional group and a phenoxyethyl substituent. 2-[(2-phenoxyethyl)sulfanyl]-1,3-benzothiazole has potential applications in the fields of medicine and chemical research due to its unique structure and potential pharmacological properties. It may be used as a building block in the synthesis of various organic compounds, or as a starting material for the development of new pharmaceutical agents. Further studies are needed to fully understand the potential uses and effects of this chemical.

Upstream product

• 67-56-1 methanol 
• 87005-15-0 α-bromoacetoacetaldehyde 
• 4643-20-3 (E)-4-chloro-3-buten-2-one 
• 4652-27-1 4-methoxy-3-buten-2-one 
• 134220-10-3 1,2-dibromo-1-methoxybutan-3-one 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 

Downstream Products

• 403793-48-6 1-(3-isopropyl-2-methyl-3H-imidazol-4-yl)-ethanone 

Relevant academic research and scientific papers

Chlorination of α,β-Unsaturated Ketones and Esters in the Presence of Acid Scavengers

The chlorination of a series of α,β-unsaturated ketones and esters by Cl2 in CH3OH, with and without acid scavengers such as N-chlorosuccinimide (NCS), pyridine and 2,6-lutidine, is described.Methyl vinyl ketone and cyclohex-2-enone have also been chlorinated in ethanol.Mixtures of Markovnikov(M) and anti-Markovnikov(AM) methoxy chlorides and dichlorides are formed in most cases; phenyl vinyl ketone gives no M products in the absence of pyridine, M methoxy chloride is not formed with (E)-4-chlorobut-3-en-2-one under any conditions, pyridine has no effect on the product ratios and methyl 3-chlorobut-2-enoate forms only dichloride.Chlorination of the ketones in the presence of the pyridines results in a significant increase in the M regioisomer (except for methyl isopropenyl ketone and the ketones mentioned), giving M : AM ratios which are similar to the corresponding esters.Ratios for the esters are not affected significantly by pyridine.We ascribe the effect of the pyridine bases to the elimination of acid and the acid-catalysed mechanism, permitting the chlorination to occur via a carbon-carbon ?-bond (chloronium ion) mechanism.The rate of chlorination of methyl vinyl ketone is retarded by pyridine but is still considerably faster than methyl acrylate.NCS, in contrast to N-bromosuccinimide (NBS) reported previously, has no effect on the M : AM ratio.The chlorination of methyl vinyl ketone with NCS and HCl gives markedly different results from Cl2.