960203-42-3

Basic information

• Product Name: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester
• Synonyms: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester
• CAS NO: 960203-42-3
• Molecular Formula: C₂₃H₃₀N₂O₂S
• Molecular Weight: 398.5615
• EINECS: -0
• Mol File: 960203-42-3.mol

Chemical Properties

• Boiling Point: 495.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• PKA: 2.43±0.10(Predicted)
• CAS DataBase Reference: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester(960203-42-3)
• EPA Substance Registry System: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester(960203-42-3)

Safety Data

• Hazardous Substances Data: 960203-42-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester is used as a research compound for exploring its pharmacological activity. 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester's specific properties and potential applications in drug development would need to be further studied and characterized to understand its therapeutic potential.
Used in Drug Development:
In the pharmaceutical industry, 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester may be utilized as a lead compound in the development of new drugs. Its unique structural elements could offer novel mechanisms of action or selectivity for targeting specific biological pathways or receptors, which could be beneficial in treating various diseases or conditions.

Upstream product

• 960203-41-2 (2′-bromophenyl)(2,4-dimethylphenyl)sulfane 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 864512-14-1 2-iodophenyl 4-chlorobenzenesulfonate 
• 77278-40-1 tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate 
• 13616-82-5 2,4-dimethyl-thiophenol 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 170017-74-0 1-[1,1-dimethylethoxycarbonyl]-4-(2-aminophenyl)piperazine 
• 170017-73-9 1-[1,1-Dimethylethoxycarbonyl]-4-(2-nitrophenyl)piperazine 
• 1493-27-2 ortho-nitrofluorobenzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 94602-20-7 S-(2,4-dimethylphenyl) ethanethioate 
• 960203-27-4 Vortioxetine hydrobromide 
• 583-53-9 2,3-dibromobenzene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 508233-74-7 vortioxetine 
• 960203-27-4 Vortioxetine hydrobromide 
• 960203-28-5 Vortioxetine hydrochloride 
• 960203-37-6 Vortioxetine nitrate 
• 960203-29-6 Vortioxetine mesylate 
• 960203-35-4 1-[2-(2,4-dimethylphenylsulfanyl)-phenyl]piperazine sulfate 
• 960203-36-5 Vortioxetine phosphate 

Relevant articles and documents

A method for preparing vortioxetine

The present invention provides a method for preparing vortioxetine, which takes commercially available 2,4-dimethylthiophenol as raw material under certain conditions, three steps to synthesize vortioxetine. The preparation method of the present invention

Regioselective C-H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis

A mild and regioselective method for the preparation of unsymmetrical biaryl sulfides using iron(III) catalysis is described. Activation of N-(arylthio)succinimides using the powerful Lewis acid iron(III) triflimide allowed the efficient thiolation of a range of arenes, including anisoles, phenols, acetanilides, and N-heterocycles. The method was applicable for the late-stage thiolation of tyrosine and tryptophan derivatives and was used as the key step for the synthesis of pharmaceutically relevant biaryl sulfur-containing compounds such as the antibiotic dapsone and the antidepressant vortioxetine. Kinetic studies revealed that while N-(arylthio)succinimides bearing electron-deficient arenes underwent thioarylation catalyzed entirely by iron(III) triflimide, N-(arylthio)succinimides with electron-rich arenes displayed an autocatalytic mechanism promoted by the Lewis basic product.

Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides

Redox-active benzimidazolium sulfonamides as thiolating reagents have been developed for reductive C-S bond coupling. The IMDN-SO2R reagent provides a bench-stable cationic precursor to generate a portfolio of highly active N-S intermediates, which can be successfully applied in cross-electrophilic coupling with various organic halides. The employment of an electrophilic sulfur source solved the problem of catalyst deactivation and avoided odorous thiols, featuring practical conditions, broad substrate scope, and excellent tolerance.

Preparation method of diaryl sulfide amine compound

The invention relates to a preparation method for a diaryl thioether amine compound. Specifically, the invention relates to a preparation method for 1-[2-(2,4-dimethylphenylsulfalkyl)phenyl]piperazine derivative as shown in a formula I which is described in the specification. The preparation method comprises the following steps: subjecting a compound as shown in a formula V and a compound as shown in a formula IV to cyclization, condensation or introduction of an amino protective group; carrying out further condensation; etc. Thus, the target compound is obtained. Compared with other methods, the preparation method provided by the invention has the advantages of good process reproducibility and easy operation and the characteristics of high yield, low cost and high product purity, is more suitable for industrial production and has higher economic benefits.

Preparation method of voltamethine

The invention belongs to the technical field of organic synthesis route design and raw material medicine and intermediate preparation thereof, and particularly relates to a preparation method of voltamethine. The preparation method includes: condensing 2, bromoiodobenzene and 2,4-dimethyl phenylthiophenol to generate a first intermediate; condensing the first intermediate as well as N-phenoxycarbonyl piperazin and tert-butylalcohol to generate a second intermediate; removing a Boc protective group from N-Boc-voltamethine in the second intermediate to generate a crude voltamethine via alkalineionization; purifying the crude voltamethine to obtain the voltamethine via salt purificaton and re-alkalization ionization. The preparation method is simple in obtaining of raw materials, high in product yield and purity and is suitable for industrial production.

Transition-Metal-Free Thioamination of Arynes Using Sulfenamides

The insertion of arynes into the S-N σ-bond of sulfenamides allowing the synthesis of o-sulfanylaniline derivatives with reasonable functional group compatibility is presented. The aryne generated from 2-(trimethylsilyl)aryl triflates using CsF in DME was the key for the success of this transition-metal-free thioamination reaction, which involves new C-N and C-S bond formations in a single step under mild conditions. Moreover, the synthetic potential of this method was demonstrated by the synthesis of the antidepressant drug vortioxetine.

Robust Buchwald-Hartwig amination enabled by ball-milling

An operationally simple mechanochemical method for the Pd catalysed Buchwald-Hartwig amination of arylhalides with secondary amines has been developed using a Pd PEPPSI catalyst system. The system is demonstrated on 30 substrates and applied in the context of a target synthesis. Furthermore, the performance of the reaction under aerobic conditions has been probed under traditional solution and mechanochemical conditions, the observations are discussed herein.

Diaryl sulfoxide and sulfone derivative as well as preparation method and application thereof

The invention discloses diaryl sulfoxide and a sulfone derivative as well as a preparation method and application of diaryl sulfoxide and the sulfone derivative. Free secondary amine groups of 1-[2-(2,4-dimethylphenylthio)phenyl]piperazine are protected by di-tert-butyl dicarbonate, and N-protected sulfoxide and the N-protected sulfone derivative are obtained by controlled oxidation reaction respectively; then, 1-[2-(2,4-dimethylbenzene sulfinyl)phenyl]piperazine hydrobromide (formula-1-1) and 1-[2-(2,4-dimethylbenzenesulfonyl)phenyl]piperazine hydrobromide (formula-1-2) are obtained by a series of deprotection and salt formation steps. The compound is expected to be applied in preparation of medicines for resisting depression, anxiety, epilepsy and schizophrenia.

NEW VORTIOXETINE INTERMEDIATE AND SYNTHESIS PROCESS THEREOF

The present invention provides a new intermediate II and a method for synthesizing the same. The method comprises: (a) firstly diazotizing a compound of formula I as a raw material, and then halogenating to obtain an intermediate II; and (b) reacting the

Phenylpiperazine derivatives, use method and application thereof

The invention relates to phenylpiperazine derivatives, a use method and application thereof, in particular to a class of phenylpiperazine derivatives and pharmaceutical compositions thereof which can be used for inhibiting reuptake of 5-hydroxytryptamine.