Day: February 3, 2023

Mass spectra of derivatives of 2-phenylaminobenzothiazole and its isomers was written by Rashkes, Ya. V.;Ambartsumova, R. F.;Saprykina, V. A.;Rozhkova, N. K.. And the article was included in Zhurnal Organicheskoi Khimii in 1981.COA of Formula: C13H10N2S This article mentions the following:

The mass spectra of I (R = H, Me, MeO, Cl, NO₂; R¹, R², R³ = H, Me), II (R-R³ = H, Me), and III (R-R³ = H, Me) were recorded. Formation of [M-R]⁺ ions was accompanied by cyclization. Loss of R¹NC and R¹NCS fragments was prominent in II. III exhibited rearrangement processes. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6COA of Formula: C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.COA of Formula: C13H10N2S

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

Oxidation of thiourea derivatives in glacial acetic acid. I was written by Klatsmanyi-Gabor, Piroska;Meisel, Tibor;Erdey, Laszlo. And the article was included in Acta Chimica Academiae Scientiarum Hungaricae in 1964.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The mechanism of the activity of the redox indicator [4-(4-MeOC₆H₄NH)-C₆H₄NH]₂CS in AcOH medium was elucidated. An investigation of the oxidation of thiourea compounds by Br in AcOH and in AcOH containing NaOH revealed that aryl and diaryl thiourea derivatives were converted into benzothiazole compounds by ring closure, while similar derivatives containing non-aromatic substituents yielded di-sulfide compounds In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. 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 In Synthesis of N-Phenylbenzo[d]thiazol-2-amine

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

Copper-Catalyzed Dehydrogenative Cross-Coupling of Benzothiazoles with Thiazoles and Polyfluoroarene was written by Fan, Shilu;Chen, Zhao;Zhang, Xingang. And the article was included in Organic Letters in 2012.Computed Properties of C9H7NS This article mentions the following:

A copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene under mild reaction conditions is described. E.g., in presence of CuI, Ag₂CO₃, and t-BuOLi, cross-coupling reaction of benzothiazole and 4,5-dimethylthiazole gave 71% I and 14% of the benzothiazole homocoupling product. This protocol provides a straightforward and operationally simple method for the synthesis of the 2,2′-linkage of thiazoles and 2-polyfluoroarylthiazoles of interest in life and material sciences. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Computed Properties of C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Computed Properties of C9H7NS

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

Synthesis of 5-arylthiazoles. Comparative study between Suzuki cross-coupling reaction and direct arylation was written by Primas, Nicolas;Bouillon, Alexandre;Lancelot, Jean-Charles;El-Kashef, Hussein;Rault, Sylvain. And the article was included in Tetrahedron in 2009.HPLC of Formula: 1826-13-7 This article mentions the following:

A facile synthetic route to the thiazol-5-ylboronic acid pinacol ester was described herein. Its reactivity toward Suzuki cross-coupling reaction was studied to provide various 5-arylthiazoles. A comparative study between Suzuki cross-coupling reactions and palladium-catalyzed C5-H direct arylation on thiazole ring was achieved. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7HPLC of Formula: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.HPLC of Formula: 1826-13-7

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

Synthesis, biological evaluation of new oxazolidino-sulfonamides as potential antimicrobial agents was written by Kamal, Ahmed;Swapna, P.;Shetti, Rajesh V. C. R. N. C.;Shaik, Anver Basha;Narasimha Rao, M. P.;Gupta, Soma. And the article was included in European Journal of Medicinal Chemistry in 2013.HPLC of Formula: 69812-29-9 This article mentions the following:

A number of linezolid-like oxazolidino-sulfonamides were designed and synthesized with a view to develop antimicrobial agents with improved properties. Most of the synthesized compounds showed good to moderate activity against a panel of standard Gram-pos. and Gram-neg. bacteria and fungal strains. The compounds I (X = O, S) exhibited significant activity, with a MIC value of 2.0-6.0 μg/mL against a panel of Gram-pos. and Gram-neg. bacteria. These compounds also showed activity against Candida albicans, with a MIC value of 4.0 μg/mL. A correlation of the antimicrobial activity with calculated lipophilicity values (C log P) is also presented. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9HPLC of Formula: 69812-29-9).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.HPLC of Formula: 69812-29-9

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

DDQ-promoted C-S bond formation: synthesis of 2-aminobenzothiazole derivatives under transition-metal-, ligand-, and base-free conditions was written by Wang, Rui;Yang, Wen-juan;Yue, Liang;Pan, Wei;Zeng, Hong-yao. And the article was included in Synlett in 2012.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

A transition-metal-free method for the intramol. S-arylation of o-halobenzothioureas via DDQ-mediated leading to the 2-aminobenzothiazole derivatives, e.g., I (R = H, Me, MeO, F; R² = H, Me, MeO, Cl, Br), is reported. The reactions are performed at room temperature under ligand- and base-free conditions with good to excellent yields. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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

Thin-layer chromatography of thiazole derivatives was written by Vernin, Gaston;Metzger, Jacques. And the article was included in Chimie Analytique (Paris) in 1964.Electric Literature of C9H7NS This article mentions the following:

A series of thiazoles having Cl, SMe, OH, NH₂, or SH in the 2-position and phenyl, p-tolyl, p-bromophenyl, p-chlorophenyl, p-methoxyphenyl, or p-nitrophenyl in the 4-position are separated by thin-layer chromatography on silica gel using heptane or benzene as the eluting solvent. Some 2, 4, 5-trisubstituted thiazoles were also tried. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Electric Literature of C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) 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. 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.Electric Literature of C9H7NS

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

Conformational analysis and electronic structure of phenylthiazoles and their protonated forms was written by Galasso, V.;Trinajstic, N.. And the article was included in Tetrahedron in 1972.Application of 1826-13-7 This article mentions the following:

The most probable conformation of 2-, 4-, and 5-phenylthiazole and their protonated forms was investigated using the extended Hueckel MO approach and it was found to be non-planar, the angle of twist about the interring linkage increasing in the order: 4- < 2- < 5-. For the energetically most favorable geometry the charge distribution calculated using the CNDO/2 (complete neglect of differential overlap) method is found to be consistent with the observed dipole moment. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application of 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application of 1826-13-7

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

Direct Arylation of Simple Azoles Catalyzed by 1,10-Phenanthroline Containing Palladium Complexes: An Investigation of C4 Arylation of Azoles and the Synthesis of Triarylated Azoles by Sequential Arylation was written by Shibahara, Fumitoshi;Yamaguchi, Eiji;Murai, Toshiaki. And the article was included in Journal of Organic Chemistry in 2011.Application of 1826-13-7 This article mentions the following:

Direct triarylation and sequential triarylation reactions of simple azoles catalyzed by [Pd(phen)₂](PF₆)₂ are described. Simple azoles, such as N-methylimidazole, thiazole, and oxazole, were observed to undergo triarylation reactions even at their C4 positions when treated with aryl iodides in the presence of [Pd(phen)₂](PF₆)₂ as a catalyst and a stoichiometric amount of Cs₂CO₃ in DMA at 150 °C. Using excess amounts of azoles, selective C5 monoarylation was achieved by using the same catalytic system. Subsequent efforts demonstrated that C5 arylated azoles undergo exclusive C2 arylation using [Pd(phen)₂](PF₆)₂ as the catalyst with galvinoxyl as an additive. Finally, unprecedented C4 arylation reactions of 2,5-diarylazoles occur by using the new catalytic system to give the corresponding triarylated products in good to excellent yields. The results of mechanistic studies suggest that the C2 arylation process takes place by way of an electrophilic aromatic substitution (S_EAr) palladation pathway, while arylation reactions at the C4 position occur via a S_EAr palladation and/or radical mechanism. Finally, a concise, three-step synthesis of the Tie-2 Tyrosine Kinase Inhibitor has been executed starting with com. available N-methylimidazole by a route that employs the new sequential arylation process. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application of 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Application of 1826-13-7

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

1,10-phenanthroline-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in water was written by Zhang, Wu;Yue, Yun;Yu, Dan;Song, Lei;Xu, Yang-Yang;Tian, Yu-Jie;Guo, Yu-Jun. And the article was included in Advanced Synthesis & Catalysis in 2012.Safety of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The 1,10-phenanthroline-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in water was carried out, which provides an environmentally benign, efficient and simple route for the preparation of 2-aminobenzothiazoles. The present tandem process shows broad substrate scope in the absence of transition metals and phase-transfer catalysts. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Safety of N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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.Safety of N-Phenylbenzo[d]thiazol-2-amine

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