64820-43-5

Upstream product

• 22966-22-9 (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one 
• 137-07-5 2-amino-benzenethiol 
• 956-02-5 4'-chlorochalcone 
• 60246-64-2 β-(2-Aminophenylmercapto)-β-phenyl-propiophenone 
• 40358-31-4 2,3-dihydro-2,4-diphenyl-1,5-benzothiazepine 

Downstream Products

• 1371262-47-3 2a-(4-chlorophenyl)-2-phenoxy-4-phenyl-2,2a,3,4-tetrahydro-1H-azeto[2,1-d][1,5]benzothiazepin-1-one 

Relevant academic research and scientific papers

A practical synthesis of 2,3-dihydro-1,5-benzothiazepines

2,3-Dihydro-1,5-benzothiazepines have been obtained through a domino process involving a Michael addition of 2-aminothiophenols to chalcones, followed by in situ cyclization. Up to 98% chemical yields have been obtained at room temperature under essential

Efficient and eco-friendly syntheses of 1,5-benzothiazepines and 1,5-benzodiazepines catalyzed by [Hmim][NO3] under mild conditions

This article presents a synthetic method and reaction mechanism of the 1,5-benzothiazepines and 1,5-benzodiazepines derivatives. In this research, 36 thiazepines and diazepines (mostly new) with a new method have been prepared and their structures have been characterized by spectroscopic methods. Crystal structures of a new thiazepine and diazepine (seven-membered rings) have also been determined and compared with thiazine (six-membered ring). In this method, N-methylimidazolium nitrate [Hmim][NO3] has been used as a catalyst that acts as an environmental friendly system.

Syntheses of potentially bioactive [1,2,4]oxadiazolo[5,4-d]benzothiazepines by 1,3-dipolar cycloaddition

The chalcones, 2a-2l reacted with o-aminobenzenthiol to give a series of 1,5-benzothiazepines, 3a-3l. The [3+2] 1, 3-dipolar cycloaddition reactions of 3a-3l with ethyl chlorooximidoacetate in the presence of Et3N afforded the target compounds, 4a-4l possessing an additional 1,2,4-oxadiazole ring fused to the heptaatomic nucleus. The structures have been elucidated by spectral methods and X-ray crystallographic analysis.

Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) as a new, highly efficient and reusable heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds

Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) has been found to be a new and highly efficient heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds under solvent-free conditions. In the case of

'On water' synthesis of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines catalysed by sodium dodecyl sulfate (SDS)

An efficient synthesis of 1,3-diaryl-2,3-dihydro-1,5-benzothiazepines has been developed by the reaction of various 1,3-diaryl-2-propenones with 2-aminothiophenol in water under neutral conditions catalysed by SDS. Excellent chemoselectivity was observed for substrates possessing halogen atoms or nitro/alkoxy/thioalkyl groups which did not undergo competitive aromatic nucleophilic substitution of the halogen atoms or the nitro group, reduction of the nitro or the α,β-unsaturated carbonyl group, or dealkylation of the alkoxy/thioalkoxy groups.

Magnesium perchlorate as a new and highly efficient catalyst for the synthesis of 2,3-dihydro-1,5-benzothiazepines

Commercially available magnesium perchlorate has been found to be a highly efficient catalyst for the reaction of 1,3-diarylprop-2-enones with 2-aminothiophenol leading to the synthesis of 2,3-dihydro-1,5-benzothiazepines in high yields and in short times. Georg Thieme Verlag Stuttgart.

Scope and limitations of HClO4-SiO2 as an extremely efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation

The scope and limitations of perchloric acid adsorbed on silica gel (HClO4-SiO2) as a highly efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation by conjugate addition of thiols to α,β-unsatur

Solvent-free synthesis of 1,5-benzothiazepines and benzodiazepines on inorganic supports

1,5-Benzothiazepines and 1,5-benzodiazepines have been synthesized in solvent-free conditions from chalcones and o-aminothiophenol or o-phenylenediamine in the presence of inorganic support. Silica gel was found to be an effective support for the synthesi

Cycloaddition reaction of benzoheteroazepine: Synthesis of 4a,5,6,12-tetrahydro-1H-1,3-oxazino[3,2-d][1,5] benzothiazepin-1-ones and 1H,7H-1,3-oxazino[3,2-d][1,5] benzodiazepin-1-ones

2,3-Dihydro-1,5-benzothiazepines and 2,3-dihydro-1H-1,5-benzodiazepines reacted with α -carbonylketenes, generated from 2-diazo-1,3-diphenyl-1,3-propanedione and 2-diazo-1-phenyl-1,3-butandione by heating, to give [2+4] cycloadducts 4a,5,6,12-tetrahydro-1H-1,3-oxazinop[3,2-d] [1,5]-benzothiazepin-1-ones and 4a,5,6,12-tetrahydro-1H,7H-1,3-oxazino [3,2-d][1,5]-benzodiazepin-1-ones. The cycloaddition reactions showed different regioselectivities when different 1,5-benzoheteroazepines reacted with asymmetric 2-diazo-1-phenyl-1,3-butandione. The conformations of cycloadducts and cycloadducts reaction mechanism were described.

2,4-DIARYL-2,3-DIHYDROBENZOTHIAZEPINES

2,4-Diaryl-2,3-dihydrobenzothiazepines are obtained in a single stage from chalcones and ortho-aminothiophenol in the presence of triethylamine.The nature of the electronic transitions in their UV absorption spectra is discussed with the use of quantum-chemical methods.It was shown that the seven-membered ring does not invert in the range of temperatures between -80 and +140 deg C and is in the boat form.The main initial event in the fragmentation of the molecules of the obtained compounds under electron impact is the formation of benzothiazole-containing radicalions.In an acidic medium 2,4-diphenyl-2,3-dihydrobenzothiazepine is hydrolyzed to 3-(2-aminophenylthio)-1,3-diphenyl-1-propanone, and in its reaction with 2,4-dinitrophenylhydrazine chalcone hydrazone and o-aminothiophenol are formed.