3159-04-4

Basic information

• Product Name: 2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one
• Synonyms: 2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one;2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)
• CAS NO: 3159-04-4
• Molecular Formula: C₁₃H₈ClNOS
• Molecular Weight: 261.72672
• Mol File: 3159-04-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly, Heated)
• CAS DataBase Reference: 2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one(3159-04-4)
• EPA Substance Registry System: 2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one(3159-04-4)

Safety Data

• Hazardous Substances Data: 3159-04-4(Hazardous Substances Data)

Usage

Uses

2-Chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one is a useful synthetic intermediate in the synthesis of Clothiapine (C588550); an atypical antipsychotic of the dibenzothiazepine chemical class that has shown efficacy in treatment-resistant schizophrenic patients.

Upstream product

• 100542-77-6 2-(2-amino-phenylsulfanyl)-5-chloro-benzoic acid methyl ester 
• 81890-74-6 2-(2-aminophenylthio)-5-chlorobenzoic acid 
• 289039-82-3 methyl 5-chloro-2-iodo-benzoate 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 6550-57-8 N-(2-chloro-dibenzo[b,f][1,4]thiazepin-11-yl)-N,N',N'-trimethyl-ethane-1,2-diamine 
• 69499-02-1 11-(4-tert-butyl-piperazin-1-yl)-2-chloro-dibenzo[b,f][1,4]thiazepine 
• 25697-38-5 2-chlorodibenzo-1,4-thiazepin-11(10H)-thione 
• 5747-63-7 11-Piperazino-2-dichlordibenzo-1,4-thiazepin 
• 2058-52-8 clothiapine 

Relevant articles and documents

Heterogeneous magnetic catalyst for S-arylation reactions

A convenient method for the synthesis of monodisperse, superparamagnetic copper ferrite (CuFe2O4) nanoparticles with high surface area has been described. The synthesized material was characterized by various techniques. XRD showed the nanocrystalline nature of CuFe2O 4 with a crystallite size of 6 nm. TEM analysis showed that uniform spherical CuFe2O4 particles are formed with a size of 55 ± 5 nm. N2 adsorption/desorption measurements confirmed the mesoporous nature of the sample with surface area >216 m2 g -1. The field dependent magnetization, illustrated by VSM and saturation magnetization was found to be 44 emu g-1. The catalytic applications of the synthesized CuFe2O4 nanoparticles were explored for the cross-coupling of thiols with diverse range of aryl halides. Aryl iodides and bromides result in biarylsulfides in good to excellent yields (62-98%) whereas aryl chlorides gave significant amount of diaryldisulfide. Scope of this catalytic protocol further extended to one-pot synthesis of biologically important tricyclic dibenzothiazepines. The superparamagnetic nature of CuFe2O4 nanoparticles was found to be advantageous for their easy, quick and quantitative separation from the reaction mixture. Negligible leaching of Cu and Fe in consecutive cycles makes the catalyst economical and environmentally benign.