Tag: 139.2181

Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles was written by Yang, Hefei;Lu, Shu-Ning;Song, Yufei;Chen, Zhengkai;Wu, Xiao-Feng. And the article was included in Organic Chemistry Frontiers in 2021.COA of Formula: C7H9NS This article mentions the following:

Herein, a facile and straightforward route to synthesize 3-trifluoromethyl-1,2,4-triazoles via copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane (NIITP) has been described. Mo(CO)₆ is utilized as an effective promotor to activate NIITP. The transformation features readily accessible reagents, mild reaction conditions, a broad substrate scope and high efficiency, and could be reproducible on a 3 mmol scale. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1COA of Formula: C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, 蟺-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.COA of Formula: C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

(Hetero)arylazo-1,2,3-triazoles: “Clicked” Photoswitches for Versatile Functionalization and Electronic Decoupling was written by Fang, Dong;Zhang, Zhao-Yang;Shangguan, Zhichun;He, Yixin;Yu, Chunyang;Li, Tao. And the article was included in Journal of the American Chemical Society in 2021.Name: 4-(Methylthio)aniline This article mentions the following:

The development of light-responsive chem. systems often relies on the rational design and suitable incorporation of mol. photoswitches such as azobenzenes. Linking a photoswitch core with another 蟺-conjugated mol. entity may give rise to intramol. electronic coupling, which can dramatically impair the photoswitch function. Decoupling strategies have been developed based on addnl. inserting a linker that can disrupt the through-bond electronic communication. Here, the authors show that 1,2,3-triazole – a commonly used decoupling spacer – can be directly merged into the azoswitch core to construct a class of “self-decoupling” azoswitches called (hetero)arylazo-1,2,3-triazoles. Such azotriazole photoswitches are easily accessed and modularly functionalized by click chem. Their photoswitch property can be optimized by rational design of the substituent groups or heteroaryl rings, allowing (near-) quant. E-Z photoisomerization yields and tunable Z-isomer thermal half-lives from days to years. Combined exptl. and theor. results demonstrate that the electronic structure of the photoswitch core is not substantially affected by various substituents attached to the 1,2,3-triazole unit, benefiting from its cross-conjugated nature. The combination of clickable synthesis, tunable photoswitch property, and self-decoupling ability makes (hetero)arylazo-1,2,3-triazoles intriguing mol. tools in developing photoresponsive systems with the desired performance. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Name: 4-(Methylthio)aniline).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Name: 4-(Methylthio)aniline

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Facile Synthesis of Amides through Transamidation with Iodine under Neat Conditions was written by Girase, Pankaj S.;Kumar, Vishal;Dhawan, Sanjeev;Karpoormath, Rajshekhar. And the article was included in ChemistrySelect in 2022.Application of 104-96-1 This article mentions the following:

Iodine and NH₂OH.HCl mediated transamidation of unactivated amides with a variety of amines under thermal/microwave irradiations was reported. The current strategy was effective for a wide variety of primary, secondary and tertiary amides and allows formylation, acylation and benzoylation of various amines. The primary advantages of the current protocol were simple, rapid, absence of metal catalyst, low-cost starting material as a solvent, and low environmental impact during the synthesis process. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Application of 104-96-1).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application of 104-96-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Charge Transport Across Dynamic Covalent Chemical Bridges was written by Miao, Zelin;Quainoo, Timothy;Czyszczon-Burton, Thomas M.;Rotthowe, Nils;Parr, Joseph M.;Liu, Zhen-Fei;Inkpen, Michael S.. And the article was included in Nano Letters in 2022.Formula: C7H9NS This article mentions the following:

Relationships between chem. structure and conductivity in ordered polymers (OPs) are difficult to probe using bulk samples. We propose that conductance measurements of appropriate mol.-scale models can reveal trends in electronic coupling(s) between repeat units that may help inform OP design. Here, we apply the scanning tunneling microscope-based break-junction (STM-BJ) method to study transport through single-mols. comprising OP-relevant imine, imidazole, diazaborole, and boronate ester dynamic covalent chem. bridges. Notably, solution-stable boron-based compounds dissociate in situ unless measured under a rigorously inert glovebox atm. We find that junction conductance neg. correlates with the electronegativity difference between bridge atoms, and corroborative first-principles calculations further reveal a different nodal structure in the transmission eigenchannels of boronate ester junctions. This work reaffirms expectations that highly polarized bridge motifs represent poor choices for the construction of OPs with high through-bond conductivity and underscores the utility of glovebox STM-BJ instrumentation for studies of air-sensitive materials. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Formula: C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 掳C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Formula: C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation was written by Mao, Shuai;Zhao, Yahao;Luo, Zixuan;Wang, Ruizhe;Yuan, Bo;Hu, Jianping;Hu, Linghao;Zhang, San-Qi;Ye, Xiaoxing;Wang, Mingliang;Chen, Zhengkai. And the article was included in Frontiers in Chemistry (Lausanne, Switzerland) in 2022.Synthetic Route of C7H9NS This article mentions the following:

A photo-induced C-S radical cross-coupling of aryl iodides and disulfides under transition-metal and external photosensitizer free conditions for the synthesis of aryl sulfides at room temperature has been presented, which features mild reaction conditions, broad substrate scope, high efficiency, and good functional group compatibility. The developed methodol. could be readily applied to forge C-S bond in the field of pharmaceutical and material science. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Synthetic Route of C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Synthetic Route of C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

KuQuinone as a Highly Stable and Reusable Organic Photocatalyst in Selective Oxidation of Thioethers to Sulfoxides was written by Forchetta, Mattia;Sabuzi, Federica;Stella, Lorenzo;Conte, Valeria;Galloni, Pierluca. And the article was included in Journal of Organic Chemistry in 2022.Synthetic Route of C7H9NS This article mentions the following:

A chemoselective photocatalytic system to perform oxidation of thioethers to sulfoxides RS(O)R¹ [R = nBu, Ph, Bn, etc.; R¹ = Me, Ph, Bn, etc.] was presented. The light-induced oxidation process was here promoted by a metal-free quinoid catalyst, namely 1-hexylKuQuinone (KuQ). Reactions performed in a fluorinated solvent (i.e., HFIP), using O₂ as the oxidant, at room temperature, lead to complete thioanisole conversion to Me Ph sulfoxide in 60 min. Remarkably, the system could be recharged and recycled without a loss of activity and selectivity, reached to turnover numbers (TONs) higher than 4000. Excellent catalytic performances and full selectivity was also been obtained for the photocatalytic oxidation of substituted thioanisole derivatives, aliphatic, cyclic and diaryl thioethers. Likewise, the oxidation of heteroaromatic organosulfur compounds could be accomplished with longer reaction times. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Synthetic Route of C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Synthetic Route of C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles was written by Yang, Hefei;Lu, Shu-Ning;Song, Yufei;Chen, Zhengkai;Wu, Xiao-Feng. And the article was included in Organic Chemistry Frontiers in 2021.COA of Formula: C7H9NS This article mentions the following:

Herein, a facile and straightforward route to synthesize 3-trifluoromethyl-1,2,4-triazoles via copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane (NIITP) has been described. Mo(CO)₆ is utilized as an effective promotor to activate NIITP. The transformation features readily accessible reagents, mild reaction conditions, a broad substrate scope and high efficiency, and could be reproducible on a 3 mmol scale. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1COA of Formula: C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.COA of Formula: C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

(Hetero)arylazo-1,2,3-triazoles: “Clicked” Photoswitches for Versatile Functionalization and Electronic Decoupling was written by Fang, Dong;Zhang, Zhao-Yang;Shangguan, Zhichun;He, Yixin;Yu, Chunyang;Li, Tao. And the article was included in Journal of the American Chemical Society in 2021.Name: 4-(Methylthio)aniline This article mentions the following:

The development of light-responsive chem. systems often relies on the rational design and suitable incorporation of mol. photoswitches such as azobenzenes. Linking a photoswitch core with another π-conjugated mol. entity may give rise to intramol. electronic coupling, which can dramatically impair the photoswitch function. Decoupling strategies have been developed based on addnl. inserting a linker that can disrupt the through-bond electronic communication. Here, the authors show that 1,2,3-triazole – a commonly used decoupling spacer – can be directly merged into the azoswitch core to construct a class of “self-decoupling” azoswitches called (hetero)arylazo-1,2,3-triazoles. Such azotriazole photoswitches are easily accessed and modularly functionalized by click chem. Their photoswitch property can be optimized by rational design of the substituent groups or heteroaryl rings, allowing (near-) quant. E-Z photoisomerization yields and tunable Z-isomer thermal half-lives from days to years. Combined exptl. and theor. results demonstrate that the electronic structure of the photoswitch core is not substantially affected by various substituents attached to the 1,2,3-triazole unit, benefiting from its cross-conjugated nature. The combination of clickable synthesis, tunable photoswitch property, and self-decoupling ability makes (hetero)arylazo-1,2,3-triazoles intriguing mol. tools in developing photoresponsive systems with the desired performance. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Name: 4-(Methylthio)aniline).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Name: 4-(Methylthio)aniline

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Facile Synthesis of Amides through Transamidation with Iodine under Neat Conditions was written by Girase, Pankaj S.;Kumar, Vishal;Dhawan, Sanjeev;Karpoormath, Rajshekhar. And the article was included in ChemistrySelect in 2022.Application of 104-96-1 This article mentions the following:

Iodine and NH₂OH.HCl mediated transamidation of unactivated amides with a variety of amines under thermal/microwave irradiations was reported. The current strategy was effective for a wide variety of primary, secondary and tertiary amides and allows formylation, acylation and benzoylation of various amines. The primary advantages of the current protocol were simple, rapid, absence of metal catalyst, low-cost starting material as a solvent, and low environmental impact during the synthesis process. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Application of 104-96-1).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application of 104-96-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Charge Transport Across Dynamic Covalent Chemical Bridges was written by Miao, Zelin;Quainoo, Timothy;Czyszczon-Burton, Thomas M.;Rotthowe, Nils;Parr, Joseph M.;Liu, Zhen-Fei;Inkpen, Michael S.. And the article was included in Nano Letters in 2022.Formula: C7H9NS This article mentions the following:

Relationships between chem. structure and conductivity in ordered polymers (OPs) are difficult to probe using bulk samples. We propose that conductance measurements of appropriate mol.-scale models can reveal trends in electronic coupling(s) between repeat units that may help inform OP design. Here, we apply the scanning tunneling microscope-based break-junction (STM-BJ) method to study transport through single-mols. comprising OP-relevant imine, imidazole, diazaborole, and boronate ester dynamic covalent chem. bridges. Notably, solution-stable boron-based compounds dissociate in situ unless measured under a rigorously inert glovebox atm. We find that junction conductance neg. correlates with the electronegativity difference between bridge atoms, and corroborative first-principles calculations further reveal a different nodal structure in the transmission eigenchannels of boronate ester junctions. This work reaffirms expectations that highly polarized bridge motifs represent poor choices for the construction of OPs with high through-bond conductivity and underscores the utility of glovebox STM-BJ instrumentation for studies of air-sensitive materials. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1Formula: C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Formula: C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica