Month: February 2023

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

3,5-bis[5-(thiazol-2-yl)thien-2-yl]-4H-1,2,6-thiadiazin-4-one was written by Kalogirou, Andreas S.;Koutentis, Panayiotis A.. And the article was included in Molbank in 2019.Application In Synthesis of 2-(Tributylstannyl)thiazole This article mentions the following:

Stille coupling of 3,5-bis(5-bromothien-2-yl)-4H-1,2,6-thiadiazin-4-one (10) with 2-(tri-n-butylstannyl)thiazole and Pd(Ph3P)2Cl2 in PhMe, at ca. 110°C, for 2 h, gave 3,5-bis[5-(thiazol-2-yl)thien-2-yl]-4H-1,2,6-thiadiazin-4-one (9) in 81% yield. The latter is evaluated for its electronic properties. In the experiment, the researchers used many compounds, for example, 2-(Tributylstannyl)thiazole (cas: 121359-48-6Application In Synthesis of 2-(Tributylstannyl)thiazole).

2-(Tributylstannyl)thiazole (cas: 121359-48-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Application In Synthesis of 2-(Tributylstannyl)thiazole

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

Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides was written by Li, Xuefei;Feng, Zhang;Jiang, Zhong-Xing;Zhang, Xingang. And the article was included in Organic Letters in 2015.HPLC of Formula: 20485-41-0 This article mentions the following:

A mild and efficient nickel-catalyzed reductive cross-coupling between fluorinated secondary alkyl bromides and (hetero)aryl iodides is described. The use of FeBr₂ as an additive successfully overcomes the hydrodebromination and β-fluorine elimination of fluorinated substrates and allows the efficient synthesis of a wide range of trifluoromethyl and difluoroalkyl containing aliphatic compounds with a fluoroalkyl substituted tertiary carbon center. The notable features of this protocol are the synthetic and operational simplicity without preparation of moisture sensitive organometallic reagents and excellent functional group compatibility, even toward active proton containing substrates. In the experiment, the researchers used many compounds, for example, 4-Methylthiazole-5-carboxylic acid (cas: 20485-41-0HPLC of Formula: 20485-41-0).

4-Methylthiazole-5-carboxylic acid (cas: 20485-41-0) 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. 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.HPLC of Formula: 20485-41-0

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

Electroorganic preparations. XVI. Polarography and reduction of quinazoline was written by Lund, Henning. And the article was included in Acta Chemica Scandinavica in 1965.Synthetic Route of C4H5BrN2S This article mentions the following:

The polarographic reduction of quinazoline (I) was observed throughout the pH range 0-12 and in more acid media (acidity function H₊ to -2); 2 waves were observed. For the 1st wave the limiting current is diffusion controlled at pH 5 but is kinetically controlled at pH 1. The abnormal pH dependence of the limiting current can be explained by hydration of the protonated I nucleus if it is assumed that only the normal cation and not the hydrated cation is polarographically reducible. The rate constant of the dehydration was determined from polarographic data, and the dehydration was found to be specific acid catalyzed. The second wave of I is a reduction of the 3,4-dihydroquinazoline (II) formed in the first reduction at low concentrations of I. II was reduced in borate buffer to 1,2,3,4-tetrahydroquinazoline. I yields on controlled potential reduction both in acid and alk. solution a dimerized product, which probably is dimerized at C-4. The product can be reoxidized to I with hexacyanoferrate(III) in alk. solution In the experiment, the researchers used many compounds, for example, 2-Amino-5-bromo-4-methylthiazole (cas: 3034-57-9Synthetic Route of C4H5BrN2S).

2-Amino-5-bromo-4-methylthiazole (cas: 3034-57-9) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Synthetic Route of C4H5BrN2S

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

Artificial hibernation/life-protective state induced by thiazoline-related innate fear odors was written by Matsuo, Tomohiko;Isosaka, Tomoko;Tang, Lijun;Soga, Tomoyoshi;Kobayakawa, Reiko;Kobayakawa, Ko. And the article was included in Communications Biology in 2021.Computed Properties of C4H7NS This article mentions the following:

Innate fear intimately connects to the life preservation in crises, although this relationships is not fully understood. Here, we report that presentation of a supernormal innate fear inducer 2-methyl-2-thiazoline (2MT), but not learned fear stimuli, induced robust systemic hypothermia/hypometabolism and suppressed aerobic metabolism via phosphorylation of pyruvate dehydrogenase, thereby enabling long-term survival in a lethal hypoxic environment. These responses exerted potent therapeutic effects in cutaneous and cerebral ischemia/reperfusion injury models. In contrast to hibernation, 2MT stimulation accelerated glucose uptake in the brain and suppressed oxygen saturation in the blood. Whole-brain mapping and chemogenetic activation revealed that the sensory representation of 2MT orchestrates physiol. responses via brain stem Sp5/NST to midbrain PBN pathway. 2MT, as a supernormal stimulus of innate fear, induced exaggerated, latent life-protective effects in mice. If this system is preserved in humans, it may be utilized to give rise to a new field: “sensory medicine”. In the experiment, the researchers used many compounds, for example, 2-Methyl-4,5-dihydrothiazole (cas: 2346-00-1Computed Properties of C4H7NS).

2-Methyl-4,5-dihydrothiazole (cas: 2346-00-1) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Computed Properties of C4H7NS

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

Microwave-assisted solid-phase synthesis of cephalosporin derivatives with antibacterial activity was written by Kidwai, Mazaahir;Misra, Preeti;Bhushan, Kumar R.;Saxena, Rajendra K.;Singh, Meena. And the article was included in Monatshefte fuer Chemie in 2000.Name: 2-(Benzo[d]thiazol-2-ylthio)acetic acid This article mentions the following:

The reaction of heterocyclic acids with 7-amino-cephalosporanic acid adsorbed on basic alumina under microwave irradiation afforded the N-acylated cephalosporin analogs in satisfactory yield. All compounds were tested for their antibacterial activity; some of them showed significant antibacterial properties. Cefotaxime and cephalothin were used as reference drugs. In the experiment, the researchers used many compounds, for example, 2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4Name: 2-(Benzo[d]thiazol-2-ylthio)acetic acid).

2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Name: 2-(Benzo[d]thiazol-2-ylthio)acetic acid

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

The human health implications of antibiotic resistance in environmental isolates from two nebraska watersheds was written by Donner, Linsey;Staley, Zachery R.;Petali, Jonathan;Sangster, Jodi;Li, Xu;Mathews, Wayne;Snow, Daniel;Howe, Adina;Soupir, Michelle;Bartelt-Hunt, Shannon. And the article was included in Microbiology Spectrum in 2022.Recommanded Product: 4-Amino-N-(thiazol-2-yl)benzenesulfonamide This article mentions the following:

One Health field-based approaches are needed to connect the occurrence of antibiotics present in the environment with the presence of antibiotic resistance genes (ARGs) in Gram-neg. bacteria that confer resistance to antibiotics important in for both veterinary and human health. Water samples from two Nebraska watersheds influenced by wastewater effluent and agricultural runoff were tested for the presence of antibiotics used in veterinary and human medicine. The water samples were also cultured to identify the bacteria present. Of those bacteria isolated, the Gram-neg. rods capable of causing human infections had antimicrobial susceptibility testing and whole-genome sequencing (WGS) performed to identify ARGs present. Of the 211 bacterial isolates identified, 37 belonged to pathogenic genera known to cause human infections. Genes conferring resistance to beta-lactams, aminoglycosides, fosfomycins, and quinolones were the most frequently detected ARGs associated with horizontal gene transfer (HGT) in the watersheds. WGS also suggest recent HGT events involving ARGs transferred between watershed isolates and bacteria of human and animal origins. The results of this study demonstrate the linkage of antibiotics and bacterial ARGs present in the environment with potential human and/or veterinary health impacts. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(thiazol-2-yl)benzenesulfonamide (cas: 72-14-0Recommanded Product: 4-Amino-N-(thiazol-2-yl)benzenesulfonamide).

4-Amino-N-(thiazol-2-yl)benzenesulfonamide (cas: 72-14-0) 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Recommanded Product: 4-Amino-N-(thiazol-2-yl)benzenesulfonamide

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

Metal sulfide: An efficient promoter for the synthesis of 2-mercaptobenzothiazoles from 2-haloanilines and carbon disulfide was written by Zhang, Tianmiao;Qin, Weijing;Zhu, Ning;Han, Limin;Wang, Liubo;Hong, Hailong. And the article was included in Synthetic Communications in 2017.Product Details of 80087-71-4 This article mentions the following:

A convenient method has been developed for the preparation of a variety of 2-mercaptobenzothiazoles from 2-haloanilines and CS₂ mediated by metal sulfide. In this reaction, 2-haloanilines reacted with CS₂ in the presence of Na₂S·9H₂O to form 2-mercaptobenzothiazoles. Na₂S·9H₂O functioned both as an activator of CS₂ and as a base. Furthermore, NMR anal. was used to identify the different reaction mechanisms of 2-haloanilines and CS₂ mediated by Na₂S or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), which demonstrated that Na₂S interacted only with CS₂, while DBU reacted with both 2-iodoaniline and CS₂. In the experiment, the researchers used many compounds, for example, 6-Fluorobenzo[d]thiazole-2(3H)-thione (cas: 80087-71-4Product Details of 80087-71-4).

6-Fluorobenzo[d]thiazole-2(3H)-thione (cas: 80087-71-4) 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Product Details of 80087-71-4

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

Stereodivergent, Diels-Alder-initiated organocascades employing α,β-unsaturated acylammonium salts: scope, mechanism, and application was written by Abbasov, Mikail E.;Hudson, Brandi M.;Tantillo, Dean J.;Romo, Daniel. And the article was included in Chemical Science in 2017.Quality Control of (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride This article mentions the following:

Chiral α,β-unsaturated acylammonium salts are novel dienophiles enabling enantioselective Diels-Alder-lactonization (DAL) organocascades leading to cis- and trans-fused, bicyclic γ- and δ-lactones from readily prepared dienes, commodity acid chlorides, and a chiral isothiourea organocatalyst under mild conditions. The authors describe extensions of stereodivergent DAL organocascades to other racemic dienes bearing pendant secondary and tertiary alcs., and application to a formal synthesis of (+)-dihydrocompactin is described. A combined exptl. and computational study of unsaturated acylammonium salt formation and the entire DAL organocascade pathway provide a rationalization of the effect of Bronsted base additives and enabled a controllable, diastereodivergent DAL process leading to a full complement of possible stereoisomeric products. Evaluation of free energy and enthalpy barriers in conjunction with exptl. observed temperature effects revealed that the DAL is a rare case of an entropy-controlled diastereoselective process. NMR anal. of diene alc.-Bronsted base interactions and computational studies provide a plausible explanation of observed stabilization of exo transition-state structures through H-bonding effects. In the experiment, the researchers used many compounds, for example, (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride (cas: 16595-80-5Quality Control of (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride).

(S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride (cas: 16595-80-5) 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.Quality Control of (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride

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