64820-40-2Relevant academic research and scientific papers
Facile synthesis of 1,5-benzothiazepines in water using tetrabutylammonium tribromide
Yan, Yunhui,Yang, Xiaojuan,Wu, Liqiang
experimental part, p. 573 - 579 (2012/06/01)
A simple, environmentally benign, and efficient method was developed for the preparation of 1,5-benzothiazepines via a one-pot condensation reaction of 2-aminothiophenol with 1,3-diaryl-2-propenones using tetrabutylammonium tribromide as an efficient and versatile catalyst in water.
An efficient synthesis of 1,5-benzothiazepines in the presence of sub-stoichiometric amount of cyanuric chloride
Sun, Pengli,Fang, Lizheng,Wu, Liqiang
experimental part, p. 257 - 261 (2012/01/03)
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 under thermal solvent-free conditions in the presence of a sub-stoichiometric amount of cyanuric chloride.
Syntheses of potentially bioactive [1,2,4]oxadiazolo[5,4-d]benzothiazepines by 1,3-dipolar cycloaddition
Wu, Xiao-Long,Liu, Fang-Ming,Shen, Song-Wei
experimental part, p. 1350 - 1355 (2011/01/05)
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.
Synthesis of 1,5-benzothiazepines with microwave irradiation under solvent and catalyst-free conditions
Rahman,Roy,Majee,Hajra
experimental part, p. 178 - 179 (2010/02/28)
Microwave irradiation of a,β-unsaturated ketones (chalcones) and o-aminothiophenol in the absence of solvent and catalyst provides a highly efficient methodology for the synthesis of 1,5-benzothiazepines in moderate to good yields.
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
Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
, p. 4272 - 4275 (2008/09/21)
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
Magnesium perchlorate as a new and highly efficient catalyst for the synthesis of 2,3-dihydro-1,5-benzothiazepines
Khatik, Gopal L.,Kumar, Raj,Chakraborti, Asit K.
, p. 541 - 546 (2007/12/29)
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
Khatik, Gopal L.,Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
, p. 1200 - 1210 (2007/10/03)
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
Kodomari, Mitsuo,Noguchi, Tomohiro,Aoyama, Tadashi
, p. 1783 - 1790 (2007/10/03)
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
Xu, Jiaxi,Jin, Sheng,Xing, Qiyi
, p. 57 - 70 (2007/10/03)
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
Orlov, V. D.,Kolos, N. N.,Ruzhitskaya, N. N.
, p. 1293 - 1297 (2007/10/02)
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.
