Day: February 3, 2023

Structure and reactivity of benzoxazoles: carbon-13 nuclear magnetic resonance study was written by Llinares, Jeanine;Galy, Jean Pierre;Faure, Robert;Vincent, Emile Jean;Elguero, Jose. And the article was included in Canadian Journal of Chemistry in 1979.Formula: C9H9NO This article mentions the following:

Thirty-four benzoxazoles, oxazole, and 10 o-aminophenols were studied by ¹³C NMR spectroscopy. All the signals are attributed to substituent effects. The structures of the products obtained by the nitration of benzoxazole were determined by ¹³C NMR. The shifts induced by substitution at the 2 position are discussed as a function of an empirical model by using the structural parameters F, R, and Q^*. Azido-tetrazole equilibrium (N₃ in position 2) and prototropic tautomerism (NH₂, OH, and SH in position 2) are also discussed. The chem. shifts and coupling constants of oxazole and unsubstituted benzoxazole are compared. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Formula: C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Formula: C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Nano ceria catalyzed synthesis of substituted benzimidazole, benzothiazole, and benzoxazole in aqueous media was written by Shelkar, Radheshyam;Sarode, Sachin;Nagarkar, Jayashree. And the article was included in Tetrahedron Letters in 2013.Electric Literature of C13H8BrNO This article mentions the following:

A series of substituted benzimidazoles, benzothiazoles, and benzoxazoles was synthesized by combining 1,2-phenylenediamine, 2-aminothiophenol, or 2-aminophenol with aryl, heteroaryl, aliphatic, α,β-unsaturated aldehydes in the presence of nano ceria (CeO₂) as an efficient heterogeneous catalyst. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Electric Literature of C13H8BrNO).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Electric Literature of C13H8BrNO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst was written by Guo, Ying;Wang, Wei David;Li, Shengyu;Zhu, Yin;Wang, Xiaoyu;Liu, Xiao;Zhang, Yuan. And the article was included in Chemistry – An Asian Journal in 2021.Reference of 99586-31-9 This article mentions the following:

The properties of high stability, periodic porosity, and tunable nature of ordered mesoporous polymers make these materials ideal catalytic nanoreactors. However, their application in organocatalysis has been rarely explored. We report herein for the first time the incorporation of a versatile organocatalyst, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), into the pores of an FDU-type mesoporous polymer via a pore surface engineering strategy. The resulting FDU-15-TEMPO possesses a highly ordered mesoporous organic framework and enhanced stability, and shows excellent catalytic activity in the selective oxidation of alcs. and aerobic oxidative synthesis of 2-substituted benzoxazoles, benzimidazoles and benzothiazoles. Moreover, the catalyst can be easily recovered and reused for up to 7 consecutive cycles. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Reference of 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Reference of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones was written by Lee, Jung June;Kim, Jihye;Jun, Young Moo;Lee, Byung Min;Kim, Byeong Hyo. And the article was included in Tetrahedron in 2009.HPLC of Formula: 5676-58-4 This article mentions the following:

One-pot reduction-triggered heterocyclizations from 2-nitrophenols to benzoxazoles and from 1-aryl-2-nitroethanones to oxazoles were investigated. In the presence of indium/AcOH in benzene at reflux, 2-nitrophenols and R-C(OMe)₃ (R=H, Me, Ph) produced excellent yields of corresponding benzoxazoles within an hour. Similarly, 1-aryl-2-nitroethanones and Ph-C(OMe)₃ in the presence of indium/AcOH in acetonitrile transformed into the corresponding oxazoles with good yields. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4HPLC of Formula: 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.HPLC of Formula: 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Metal-free direct annulation of 2-aminophenols and 2-aminothiophenols with unactivated amides through transamidation: Access to polysubstituted benzoxazole and benzothiazole derivatives was written by Kumar, Vishal;Dhawan, Sanjeev;Bala, Renu;Girase, Pankaj Sanjay;Singh, Parvesh;Karpoormath, Rajshekhar. And the article was included in Tetrahedron in 2022.Name: 2,5-Dimethylbenzoxazole This article mentions the following:

Simple yet novel oxidant, metal and solvent-free green protocol for synthesizing differently 2-substituted 1,3-benzoxazoles I [R¹ = Me, Ph, Bn, etc.; R² = H, 6-Me, 5-Cl, etc.; X = O] and benzothiazoles I [R¹ = Me; R² = H, 5-Cl; X = S] from 2-aminophenol hydrochloride salt, unactivated amide as in situ carbon source was reported. Further, the hydrogen ion of hydrochloride played a crucial role in amide activation followed nucleophilic attack that through eliminations of amine as a side product, and de-hydrolysis step leads to final annulation. This versatile strategy was applicable to a wide variety of differently substituted o-aminophenols, unactivated aliphatic and aromatic amides, yielding the corresponding product in good to excellent yields in a single step. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Name: 2,5-Dimethylbenzoxazole).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have gained a lot of importance in the past few years because of their use in intermediates for the preparation of new biological materials. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Name: 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Some novel reactions of benzoxazole derivatives with dimethyl acetylenedicarboxylate. II was written by Kawahara, Norio;Katsuyama, Michiko;Itoh, Tsuneo;Ogura, Haruo. And the article was included in Heterocycles in 1981.Reference of 5676-58-4 This article mentions the following:

Reaction of 2-alkylbenzoxazoles I (R, R¹ = H, H; Me, H; Me, Me) with R²CCR² (R² = CO₂Me) in EtOH or CMe₃OH at room temperature gave tricyclic compound II, hydration product III (R³ = H), solvent adduct III (R³ = CMe₃), and ring-opened compounds RC₆H₃(O₂CCH₂R¹)NHCR²:CHR²-4,3 and RC₆H₃(OH)[N(COCH₂R¹)CR²:CHR²]-4,3 (IV). IV was a main product of photochem. reaction of I with R²CCR². In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Reference of 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Reference of 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Comprehensive characterization of mainstream marijuana and tobacco smoke was written by Graves, Brian M.;Johnson, Tyler J.;Nishida, Robert T.;Dias, Ryan P.;Savareear, Benjamin;Harynuk, James J.;Kazemimanesh, Mohsen;Olfert, Jason S.;Boies, Adam M.. And the article was included in Scientific Reports in 2020.Synthetic Route of C9H9NO This article mentions the following:

Recent increases in marijuana use and legalization without adequate knowledge of the risks necessitate the characterization of the billions of nanoparticles contained in each puff of smoke. Tobacco smoke offers a benchmark given that it has been extensively studied. Tobacco and marijuana smoke particles are quant. similar in volatility, shape, d. and number concentration, albeit with differences in size, total mass and chem. composition Particles from marijuana smoke are on average 29% larger in mobility diameter than particles from tobacco smoke and contain 3.4 times more total mass. New measurements of semivolatile fractions determined that >97% of the mass and volume of the particles from either smoke source are comprised of semivolatile compounds For tobacco smoke and marijuana smoke, resp., 4350 and 2575 different compounds are detected, of which 670 and 536 (231 in common) are tentatively identified, and of these, 173 and 110 different compounds (69 in common) are known to cause neg. health effects through carcinogenic, mutagenic, teratogenic, or other toxic mechanisms. This study demonstrates striking similarities between marijuana and tobacco smoke in terms of their phys. and chem. properties. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Synthetic Route of C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Synthetic Route of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Facile synthesis of arylboronic esters by palladacycle-catalyzed bromination of 2-arylbenzoxazoles and subsequent borylation of the brominated products was written by Leng, Yuting;Yang, Fan;Zhu, Weiguo;Zou, Dapeng;Wu, Yangjie;Cai, Ranran. And the article was included in Tetrahedron in 2011.SDS of cas: 99586-31-9 This article mentions the following:

An efficient and facile synthesis of arylbenzoxazolyl pinacolboronates has been described using cyclopalladated ferrocenylimines as the catalysts. This reaction includes two steps (bromination of 2-arylbenzoxazoles and borylation of the arylbromobenzoxazoles) in succession. The regioselective bromination of benzoxazoles occurred by electrophilic substitution using NBS as the brominating reagent; the site of bromination was determined by HMBC (¹H-detected heteronuclear multiple bond correlation) spectra of the products. The subsequent borylation could be carried out only after removal of the solvent and addition of a second catalyst to afford the arylboronic esters in moderate to good yields. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9SDS of cas: 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole derivatives have gained a lot of importance in the past few years because of their use in intermediates for the preparation of new biological materials. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.SDS of cas: 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthesis and characterization of amino glucose-functionalized silica-coated NiFe₂O₄ nanoparticles: A heterogeneous, new and magnetically separable catalyst for the solvent-free synthesis of 2,4,5-trisubstituted imidazoles, benzo[d]imidazoles, benzo[d] oxazoles and azo-linked benzo[d]oxazoles was written by Fekri, Leila Zare;Nikpassand, Mohammad;Shariati, Shahab;Aghazadeh, Behnaz;Zarkeshvari, Reza;Norouz pour, Nahid. And the article was included in Journal of Organometallic Chemistry in 2018.Synthetic Route of C13H8BrNO This article mentions the following:

Amino glucose-functionalized silica-coated NiFe₂O₄ nanoparticles (NiFe₂O₄@SiO₂@amino glucose) were chem. synthesized and characterized by transmission electron microscope (TEM), X-ray diffraction (XRD), thermal gravimetric anal. (TGA), energy dispersive X-ray anal. (EDX), vibrating sample magnetometer (VSM), Zetasizer and Fourier transform IR spectroscopy (FT-IR) instruments. NiFe₂O₄@SiO2@amino glucose supply an environmentally friendly procedure for the synthesis of 2,4,5-trisubstituted imidazoles through one-pot multicomponent condensation of benzil or benzoin, ammonium acetate with aryl aldehydes and for the synthesis of benzoxazoles using condensation reaction of 2-aminophenol with aryl aldehydes under solvent free condition. In the other study, this synthesized magnetically reusable catalyst was introduced as a new avenue for the synthesis of benzo[d]imidazoles using the reaction between aryl aldehydes and 1,2-diaminobenzene. These compounds were obtained in high yields and short reaction times. The catalyst could be easily recovered and reused for five cycles with almost consistent activity. Synthesized compounds were characterized by their phys. constant, comparison with authentic samples, FT-IR, ₁H NMR, ₁₃C NMR spectroscopy and elemental anal. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Synthetic Route of C13H8BrNO).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Synthetic Route of C13H8BrNO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem