3533-72-0

Usage

Appearance

Colorless to pale yellow solid

Melting point

132-135°C

Boiling point

267-268°C

Uses

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Building block for the preparation of other organic compounds

Biological and pharmacological activities

Potential in medicinal chemistry

Upstream product

• 2471-92-3 1,3-Dihydrobenzothiophen 
• 74626-69-0 cis-8-thiabicyclo<4.3.0>non-3-ene 
• 95-47-6 o-xylene 
• 91-13-4 α,α'-dibromo-o-xylene 
• 608-23-1 3-chloro-o-xylene 
• 612-12-4 o-Xylylene dichloride 
• 32970-96-0 cis-(cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate) 

Downstream Products

• 13129-12-9 2-phenyl-(3at,9at)-3a,4,9,9a-tetrahydro-4r,9c-episulfano-benzo[f]isoindole-1,3-dione 
• 13129-13-0 2-phenyl-(3ac,9ac)-3a,4,9,9a-tetrahydro-4r,9c-episulfano-benzo[f]isoindole-1,3-dione 
• 270-82-6 benzo[c]thiophene 
• 2471-92-3 1,3-Dihydrobenzothiophen 
• 1194-57-6 2-thiophthalide 

Relevant academic research and scientific papers

Asymmetric Sulfoxidation Catalyzed by a Vanadium-Containing Bromoperoxidase

A vanadium-containing bromoperoxidase (VBrPO) from the alga Corallina officinalis has been shown to catalyze the stereoselective oxidation of some aromatic bicyclic sulfides to the corresponding (S)-sulfoxides in high (up to 91%) ee. Hydrogen peroxide was found to have a large effect on the catalyzed reaction, most likely due to an inhibition of VBrPO. High optical and chemical yields were found to be favored by a continuous slow addition of hydrogen peroxide to keep a low excess. The reaction gives no overoxidation to sulfone, and its stereochemistry is the opposite as compared to that previously found with the heme-containing chloroperoxidase (CPO) from Caldariomyces fumago.

THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF

The present invention relates to a class of thienodiazepine derivatives and an application thereof in the preparation of a drug for the treatment of diseases associated with bromodomain and extra-terminal (BET) Bromodomain inhibitors. Specifically, the present invention relates to compounds represented by formulas (I) and (II), as well as pharmaceutically acceptable salts thereof.

Semiconductor material and preparation methods and applications thereof

The invention discloses a semiconductor material and preparation methods and applications thereof. A molecular structure general formula of the material is one of the formulas shown in the description. The semiconductor material provided by the invention

Air-Stable Benzo[ c]thiophene Diimide n-Type π-Electron Core

In this paper, the molecular design of the first deep-lowest unoccupied molecular orbital (LUMO) level diimide π-electron core, benzo[c]thiophene diimide (BTDI), as a novel n-type organic semiconductor was determined. An original synthetic sequence was de

A green and sustainable method for the oxidation of 1,3-dihydrobenzo[c] thiophenes to sulfones using metalloporphyrin complexes

Two efficient methods are reported for the oxidation of 1,3-dihydrobenzo[c]thiophenes to sulfones in good to high yields using H 2O2 in the presence of catalytic amounts of porphyrin-based catalysts in ethanol or acetonitrile as solvents at room temperature. The presence of electron-donating or electron-withdrawing groups, in the benzene ring of 1,3-dihydrobenzo[c]thiophene, is well tolerated.

HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF

Provided herein are thiophene compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

Benzo[c]thiophene-C60 diadduct: An electron acceptor for p-n junction organic solar cells harvesting visible to near-IR light

We synthesized a new 56-π-electron fullerene derivative through a Diels-Alder cycloaddition of benzo[c]thiophene that featured a relatively low temperature, closer to stoichiometric use of the diene, and easy product purification. The 56-π-electron benzo[c]thiophene diadduct (BTCDA) has a LUMO energy level of 0.09 to 0.18 eV higher than that of 58-π-electron fullerenes, and therefore, the BTCDA-based organic photovoltaic device exhibited a higher open-circuit voltage and power-conversion efficiency (PCE). When used with a binary-donor system, including visible-light-harvesting tetrabenzoporphyrin (BP) and near-IR-harvesting titanyl phthalocyanine (TiOPc), the device had a PCE that was 1.5-3 times higher (2.8 %) than that for devices with BP or TiOPc alone because the binary-donor device can utilize light between λ=350 and 950 nm. Copyright

Synthesis and optical properties of 1,1-binaphthyl-thiophene alternating copolymers with main chain chirality

A series of axially chiral 1,1-binaphthyl-thiophene copolymers were synthesized by Migita-Kosugi-Stille polycondensation and electrochemical polymerization. The polymers exhibit circular dichroism not only in the ultraviolet region but also in the visible region, both in solution and film states. Optical and electrochemical properties of the polymers are in good agreement with theoretical results obtained by density functional theory calculations. Although effective conjugation of the polymers was cleaved at the orthogonally oriented two naphthalene rings in the 1,1-binaphthyl unit, the electrochemically synthesized polymer film shows good electrochemical redox behavior with repeatable changes in optical absorption and circular dichroism. The changes in circular dichroism may reflect a change in the dihedral angle of the binaphthyl unit caused by reorientation of conjugated main chains between oxidized and neutral states. The Royal Society of Chemistry 2012.

Biotransformation of organic sulfides. Part 12. Conversion of heterocyclic sulfides to chiral sulfoxides by Helminthosporium sp. NRRL 4671 and Mortierella isabellina ATCC 42613

The enantioselective oxidation of a series of heterocyclic prochiral sulfides to chiral sulfoxides has been examined using the fungal biocatalysts Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613. Methylthiofuranyl and -thiophenyl

Structure and Reactivity of Isoannulated Heterocyclic Systems with 4n-? and (4n + 2)-? Electrons, XVIII. - Benzothiophenes with Symmetric Structure: Modified and Optimized Preparations by the S-Oxide Route

Benzothiophenes (15) with symmetric structure have been prepared efficiently from 1,3-dihydrobenzothiophene 2-oxides (9) by reaction with aluminium oxide, by O-acylation with trifluoroacetic anhydride, or O-alkylation with methyl trifluoromethanesulfonate.The aromatization of the S-oxides 9 is achieved by O-functionalization, subsequent elimination, and consecutive deprotonation.