Day: October 17, 2022

Allen, Daniel; Callaghan, Owen; Cordier, Frederic L.; Dobson, David R.; Harris, John R.; Hotten, Terry M.; Owton, W. Martin; Rathmell, Richard E.; Wood, Virginia A. published their research in Tetrahedron Letters on December 20 ,2004. The article was titled 《An improved synthesis of substituted benzo[b]thiophenes using microwave irradiation》.COA of Formula: C9H5FO2S The article contains the following contents:

An easy and high-yielding method for the synthesis of substituted benzo[b]thiophenes using microwave irradiation is described. After reading the article, we found that the author used 4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6COA of Formula: C9H5FO2S)

4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. COA of Formula: C9H5FO2SIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Li, Hui; Su, Miaodong; Nie, Zhiwen; Yang, Tonglin; Luo, Weiping; Liu, Qiang; Guo, Cancheng published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Effective [3+1+1+1] Cycloaddition to Six-Membered Carbocycle Based on DMSO as Dual Carbon Synthon》.Category: benzothiophene The article contains the following contents:

A [3+1+1+1] cycloaddition was developed among 2-arylpropenes RC(=CH2)CH3 (R = ethyloxidanyl, Ph, 4-nitrophenyl, etc.), ketones such as 3-oxo-3-phenylpropanenitrile, cyclohexanone, 1-phenylethan-1-one, etc. and DMSO in the presence of K2S2O8, wherein the 2-arylpropene provides three carbons, ketone offers one carbon, and DMSO as dual carbon donor contributes two carbons to the six-membered carbocycle. It gave the cyclohexene motif I (R1 = Ph, 2-nitrophenyl, thiophen-2-yl, etc.; R2 = H, CN, C(O)Ph) and spirocyclohexene skeleton e.g., II. Four C-C bonds formed in this process. Both propylene and ketone could be well tolerated and give the corresponding cyclohexene I or spirocyclohexene motif e.g., II in useful yields. Based on the controlled experiments, a possible mechanism was proposed. In the experiment, the researchers used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Category: benzothiophene)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Su, Biyun; Han, Qiaoqiao; Li, Xiaoteng; Hou, Yifan; Wu, Jindi; Wang, Li; Ding, Liqin published an article in 2021. The article was titled 《Synthesis, isomerization, and DFT studies of five-membered heterocyclic ketoximes》, and you may find the article in Journal of Chemical Research.Synthetic Route of C6H6OS The information in the text is summarized as follows:

A homologous series of five-membered heterocyclic ketoximes was synthesized by condensation reactions of 2-acetylpyrrole, 2-acetylthiophene, and 2-acetylfuran with hydroxylamine hydrochloride. These compounds were fully characterized by X-ray single-crystal diffraction, elemental anal., 1H NMR, IR, UV-Vis, and fluorescence spectra. Interesting isomerization phenomena are observed for these heterocyclic ketoximes by different characterization methods. By means of 1H NMR and X-ray single-crystal diffraction, it was found that 2-acetylpyrrole oxime exists as the Z-type geometric isomer, 2-acetylfuran oxime exists as the E-isomer, while 2-acetylthiophene oxime was identified as a mixture of Z- and E-isomers. To study the above phenomena further, quantum chem. calculations of total energy, dipole moment, EHOMO, ELUMO, and other parameters of each heterocyclic ketoxime were carried out by D. functional theory (DFT). The theor. calculations were in good accordance with the exptl. spectroscopic results. After reading the article, we found that the author used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reference of 1-Thiophen-2-yl-ethanoneIn 2020 ,《Rapid Access to Borylated Thiophenes Enabled by Visible Light》 was published in Organic Letters. The article was written by Herrera-Luna, Jorge C.; Sampedro, Diego; Jimenez, M. Consuelo; Perez-Ruiz, Raul. The article contains the following contents:

B-containing thiophenes are important entities in organic/medicinal chem. as well as in material science. In this Letter, a novel, straightforward, and fast procedure for their production employing visible light as an energy source at room temperature and ambient pressure is reported. All substrates are com. available, and the process does not require the use of any external photocatalyst. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Reference of 1-Thiophen-2-yl-ethanone) was used in this study.

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Reference of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Visible-light mediated facile dithiane deprotection under metal free conditions》 was published in Tetrahedron Letters in 2020. These research results belong to Dharpure, Pankaj D.; Bhowmick, Anindita; Warghude, Prakash K.; Bhat, Ramakrishna G.. Recommanded Product: 88-15-3 The article mentions the following:

Visible light mediated facile and selective dithiane deprotection under metal free conditions is developed. Eosin Y (1 mol%) proved to be an effective catalyst for the dithiane deprotection under the ambient photoredox conditions. The standard household compact fluorescent light source (CFL bulb) proved to be effective under open-air conditions in aqueous acetonitrile at room temperature The protocol that exhibits a broad substrate scope and functional group tolerance has been shown to expand to a range of transformations for the electron-rich and -deficient thioacetals and thioketals. The synthetic utility of this protocol has also been demonstrated by gram-scale application. The experimental part of the paper was very detailed, including the reaction process of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 88-15-3)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Recommanded Product: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Quality Control of 1-Thiophen-2-yl-ethanoneIn 2019 ,《Metal-Ligand Cooperative Approach To Achieve Dehydrogenative Functionalization of Alcohols to Quinolines and Quinazolin-4(3H)-ones under Mild Aerobic Conditions》 appeared in Journal of Organic Chemistry. The author of the article were Das, Siuli; Sinha, Suman; Samanta, Deepannita; Mondal, Rakesh; Chakraborty, Gargi; Brandao, Paula; Paul, Nanda D.. The article conveys some information:

A simple metal-ligand cooperative approach for the dehydrogenative functionalization of alcs. to various substituted quinolines and quinazolin-4(3H)-ones under relatively mild reaction conditions (≤90 °C) is reported. Simple and easy-to-prepare air-stable Cu(II) complexes featuring redox-active azo-aromatic scaffolds, 2-arylazo-(1,10-phenanthroline) (L1,2), are used as catalyst. A wide variety of substituted quinolines and quinazolin-4(3H)-ones were synthesized in moderate to good isolated yields via dehydrogenative coupling reactions of various inexpensive and easily available starting materials under aerobic conditions. A few control experiments and deuterium labeling studies were carried out to understand the mechanism of the dehydrogenative coupling reactions, which indicate that both copper and the coordinated azo-aromatic ligand participate in a cooperative manner during the catalytic cycle. In the experiment, the researchers used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Quality Control of 1-Thiophen-2-yl-ethanone)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Quality Control of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Kraft, Ulrike; Anthony, John E.; Ripaud, Emilie; Loth, Marsha A.; Weber, Edwin; Klauk, Hagen published an article on February 10 ,2015. The article was titled 《Low-Voltage Organic Transistors Based on Tetraceno[2,3-b]thiophene: Contact Resistance and Air Stability》, and you may find the article in Chemistry of Materials.Quality Control of 2-(Thiophen-3-yl)-1,3-dioxolane The information in the text is summarized as follows:

The small-mol. organic semiconductor tetraceno[2,3-b]thiophene was synthesized through an environmentally friendly synthetic route, using NaBH4, rather than Al/HgCl2, for the reduction of the quinone. Low-voltage organic thin-film transistors (TFTs) were fabricated using tetraceno[2,3-b]thiophene and, for comparison, pentacene and anthradithiophene as the semiconductor. The tetraceno[2,3-b]thiophene TFTs have an effective field-effect mobility as large as 0.55 cm2 V-1 s-1 and a subthreshold swing of 0.13 V/decade. The contact resistance of the tetraceno[2,3-b]thiophene TFTs is substantially smaller than that of the anthradithiophene TFTs and similar to that of the pentacene TFTs. The long-term air stability of TFTs based on all three semiconductors was monitored over a period of 12 mo. The initial charge-carrier mobility of the tetraceno[2,3-b]thiophene TFTs is ∼50% smaller than that of the pentacene TFTs, but as a result of the greater ionization potential and better air stability induced by the terminal thiophene ring condensed at the thiophene-b-bond, the tetraceno[2,3-b]thiophene TFTs outperform the pentacene TFTs after continuous exposure to ambient air for just 3 mo. In the experimental materials used by the author, we found 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Quality Control of 2-(Thiophen-3-yl)-1,3-dioxolane)

2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3) is one of dioxolane. 1,3-Dioxolane derivatives are recognized as important motifs for the construction of numerous pharmacologically active molecules as antiviral, antifungal, anti-HIV, and adrenoreceptor antagonists.Quality Control of 2-(Thiophen-3-yl)-1,3-dioxolane

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Bioorganic Chemistry included an article by Ghannam, Iman A. Y.; Abd El-Meguid, Eman A.; Ali, Islam H.; Sheir, Donia H.; El Kerdawy, Ahmed M.. Computed Properties of C6H6OS. The article was titled 《Novel 2-arylbenzothiazole DNA gyrase inhibitors: Synthesis, antimicrobial evaluation, QSAR and molecular docking studies》. The information in the text is summarized as follows:

A series of new 2-arylbenzothiazole derivatives I [R = EtO, NHNH2, NHN=CHC6H5, etc.] was synthesized and tested for their antimicrobial activity against different Gram-pos., Gram-neg. bacteria and yeast using ciprofloxacin and fluconazole as pos. controls for the antibacterial and antifungal activities, resp. The target compounds I showed stronger inhibitory activity against Gram-neg. than Gram-pos. bacteria. The min. inhibitory concentration (MIC) values were determined for tested compounds I that showed zone of inhibition ≥ 13 mm. Based on the MIC values for the tested compounds against E. coli, compounds I [R = EtO, NHNH2, 3-MeO-4-HOC6H3CH=NNH, 4-FC6H4CH=NNH, 4-NCC6H4CH=NNH, 2-[(1,5-dimethyl-3-oxo-2-phenyl-pyrazol-4-yl)methylene]hydrazino, 2-[(5-methyl-2-furyl)methylene]hydrazino, 4-HOC6H4C(CH3)=NNH, 3-HOC6H4C(CH3)=NNH, 4-O2NC6H4C(CH3)=NNH, 2-(2-oxoindolin-3-ylidene)hydrazino] were selected and tested for their E. coli gyrase inhibitory activity. The tested compounds I showed moderate inhibitory activity against E. coli gyrase. Compounds I [R = NHNH2, 3-MeO-4-HOC6H3CH=NNH, 2-[(1,5-dimethyl-3-oxo-2-phenyl-pyrazol-4-yl)methylene]hydrazino, 2-[(5-methyl-2-furyl)methylene]hydrazino, 4-HOC6H4C(CH3)=NNH] displayed high inhibitory activity against E. coli gyrase with IC50 values below 10 μM, however, they were less active than ciprofloxacin (E. coli gyrase IC50 = 1.14 μM). Moreover, compound I [R = 3-MeO-4-HOC6H3CH=NNH] exhibited the highest anti-gyrase activity over other tested compounds I (E. coli gyrase IC50 = 4.85 μM). Quant. structure-activity relationship (QSAR) study was also implemented for the newly synthesized compounds I. The QSAR study indicated that structural feature that governed anti-microbial activity for benzothiazole derivatives I was their structural hydrophilic-lipophilic balance what agreed with chem. intuition where this balance governed their cellular absorption and so their antimicrobial activity. Mol. docking showed that the newly synthesized compounds I possessed required structural feature for E. coli gyrase B inhibition through interaction with key amino acids Asp73 and Gly77. The results came from multiple reactions, including the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Computed Properties of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Computed Properties of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Synthesis and application of α-carbonyl nitrile oxides》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Guo, Xuanhua; Xu, Guangqiang; Zhou, Li; Yan, Huating; Hao, Xin-Qi; Wang, Qinggang. Synthetic Route of C6H6OS The article mentions the following:

An efficient and robust method to synthesize α-carbonyl nitrile oxide intermediates from ketones using tertbutyl nitrite was developed to afford two series of α-carbonyl isoxazoles I [R = Me, Ph, 4-MeC6H4, etc.] and α-carbonyl furoxans II [R1 = Ph, 2-furanyl, 2-naphthyl, etc.] in good to excellent yields. Excellent functional group tolerance and broad substrate scope were observed in this protocol. The practical utility of this protocol was demonstrated in gram-scale experiments and synthesis of some bioactive mols. In the experiment, the researchers used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Oriental Journal of Chemistry included an article by Kasimbi, D.; Reddy, K. Hussain; Devanna, N.. SDS of cas: 88-15-3. The article was titled 《Synthesis, spectral characterization and antibacterial activity of functionalized hydrazones》. The information in the text is summarized as follows:

New hydrazones have been synthesized by condensing 2-acetylthiophene with acetic hydrazide and benzhydrazide. The synthesized hydrazones viz. 2-acetylthiophene acetylhydrazone (ATAH), 2-acetylthiophene benzoylhydrazone (ATBH) were characterized in the light of physicochem. and anal. data. Structures of ATAH and ATBH has been confirmed by FT-IR, 1H-NMR and Mass spectral data. The hydrazones are screened for their anti-bacterial activity against E. coli, Bacillus cereus, Staphylococcus aureus and Pseudomonas aeruginosa. Acetylhydrazones were found to show more antibacterial activity than the corresponding benzoylhydrazones. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3SDS of cas: 88-15-3) was used in this study.

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. SDS of cas: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem