Category: 6797-13-3

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 6797-13-3, is researched, Molecular C9H9NO, about Trithiocyclopropenium ion as a building block for nitrogen heterocycle synthesis, the main research direction is thiocyclopropenium perchlorate synthon nitrogen heterocycle; cyclopropenium trithio perchlorate synthon nitrogen heterocycle.Application In Synthesis of 2-Ethylbenzo[d]oxazole.

A new methodol. for heterocycle synthesis using trithiocyclopropenium salt as a building block is described. Tris(tert-butylthio)cyclopropenium perchlorate (I) reacts with β-amino acids under basic conditions to give 1,2-dihydropyridines, where cyclopropenium salt serves as the 3 C homologator in heterocyclic ring formation. The selective syntheses of 1,5-benzodiazepines and benzimidazoles from I are also described. Reaction of I with o-phenylenediamines in DME gives 1,5-benzodiazepines as a single product but in MeOH benzimidazoles. The selective formation of 1,5-benzodiazepines and benzimidazoles could be accounted for by the solvent participation in the cyclization step.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)Application In Synthesis of 2-Ethylbenzo[d]oxazole require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Reference of 2-Ethylbenzo[d]oxazole. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about ZrOCl2.8H2O as an efficient, environmentally friendly and reusable catalyst for synthesis of benzoxazoles, benzothiazoles, benzimidazoles and oxazolo[4,5-b]pyridines under solvent-free conditions. Author is Mohammadpoor-Baltork, Iraj; Khosropour, Ahmad Reza; Hojati, Seyedeh Fatemeh.

A new and efficient method for the preparation of benzoxazoles, benzothiazoles, benzimidazoles, and oxazolo[4,5-b]pyridines from reactions of orthoesters with o-substituted aminoaroms. and 2-amino-3-hydroxypyridine in the presence of catalytic amounts of the moisture stable, inexpensive ZrOCl2.8H2O under solvent-free conditions was presented. This new protocol had the advantages of easy availability, easy handling, stability, reusability and eco-friendly of the catalyst, high yields, very short reaction times, solvent-free reaction conditions, simple exptl. and work-up procedure.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)Reference of 2-Ethylbenzo[d]oxazole require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Catalytic synthesis of 2-alkylbenzoxazoles》. Authors are Kozlov, N. S.; Kiselev, B. I..The article about the compound:2-Ethylbenzo[d]oxazolecas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1).Reference of 2-Ethylbenzo[d]oxazole. Through the article, more information about this compound (cas:6797-13-3) is conveyed.

A mixture of 0.1 mole o-nitrophenol and 0.3 mole ROH( R = alkyl) was passed at the rate of 20 g./hr. over Cu-Al2O3 catalyst kept at 300-10°, unreacted material distilled and the residue worked up with alkali, washed with H2O, and dried to yield 2-alkylbenzoxazoles (R, b.p./mm., d20, n20D, and % yield given): H, 180-2°/760, -,-, 20; Me, 201°/760, 1.12, 1.5531, 31; Et, 98-9°/10, 1.0879, 1.5420, 34; Pr, 116-18°/10, 1.066, 1.5338, 69; iso-Pr, 109-11°/10, 1.0799, 1.5391, 32; Bu, 133-5°/10, 1.042, 1.5271, 21; iso-Bu, 120-2°/10, 1.028, 1.5090, 15; C5H11, 145-7°/10, 1.0072, 1.5173, 30; C6H13, 164-5°/10, 0.983, 1.5000, 25; C7H15, 176-8°/10, 0.943, 1.4818, 30; C8H17 (m. 26°), -, -, 27; and C9H19, (m. 22-3°), -, -, 20. Ir spectra are discussed.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)Reference of 2-Ethylbenzo[d]oxazole require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, ACS Sustainable Chemistry & Engineering called Long-Chained Acidic Ionic Liquids-Catalyzed Cyclization of 2-Substituted Aminoaromatics with β-Diketones: A Metal-Free Strategy to Construct Benzoazoles, Author is Miao, Chengxia; Hou, Qin; Wen, Yating; Han, Feng; Li, Zhen; Yang, Lei; Xia, Chun-Gu, which mentions a compound: 6797-13-3, SMILESS is CCC1=NC2=CC=CC=C2O1, Molecular C9H9NO, HPLC of Formula: 6797-13-3.

With long-chained acidic ionic liquids as catalysts, a metal-free, efficient, and universal strategy was developed to synthesize a series of benzoazole compounds through intermol. cyclization of 2-aminophenols/thiophenols/anilines with β-diketones. Compared with traditional ionic liquids, the long-chained ionic liquids with certain surfactivity exhibited better catalytic activities perhaps for micellar action and could be reused at least six times. A mechanism that involves condensation, nucleophilic addition, and C-C bond cleavage was proposed, and the imine compound was recognized as an important intermediate in the reaction.

The article 《Long-Chained Acidic Ionic Liquids-Catalyzed Cyclization of 2-Substituted Aminoaromatics with β-Diketones: A Metal-Free Strategy to Construct Benzoazoles》 also mentions many details about this compound(6797-13-3)HPLC of Formula: 6797-13-3, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Computed Properties of C9H9NO. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Building Heterocyclic Systems with RC(OR)2+ Carbocations in Recyclable Bronsted Acidic Ionic Liquids: Facile Synthesis of 1-Substituted 1H-1,2,3,4-Tetrazoles, Benzazoles and Other Ring Systems with CH(OEt)3 and EtC(OEt)3 in [EtNH3][NO3] and [PMIM(SO3H)][OTf]. Author is Aridoss, Gopalakrishnan; Laali, Kenneth K..

1-Aryl/alkyl-1H-1,2,3,4-tetrazoles can conveniently be synthesized in one-pot reactions from the corresponding amines by reaction with TMSN3 and CH(OEt)3 using the readily available, recyclable, Bronsted acidic ionic liquids [EtNH3][NO3] (IL-1) and [PMIM(SO3H)][OTf] [IL-2, 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate] under mild conditions in high yields. Based on comparative reactions, whereas both ILs are excellent promoters, reactions are completed with shorter reaction times and in higher yields with IL-2. Among 24 examples provided, identical products were obtained via the two ILs, except in the case of 2-aminobenzoic acid where tetrazole was formed with IL-2 and 2-ethylquinazolin-4(3H)-one was formed with IL-1. By leaving out TMSN3 from the reaction, the in-situ formed CH(OEt)2+ and EtC(OEt)2+ (via their corresponding orthoesters) react under sonication with o-phenylenediamine bearing various substituents, o-aminothiophenol, and o-aminophenol to form a wide array of benzazoles (benzimidazole, benzothiazole, and benzoxazole) and quinazolin-4(3H)-one in high yields (18 examples). The two ILs reacted differently in reaction with 2-aminobenzamide, whereas quinazolin-4(3H)-one was formed with IL-2/CH(OEt)3, the “”unexpected”” N-ethylquinazolin-4(3H)-one was isolated with IL-1/CH(OEt)3. The latter was also formed from 2-aminobenzoic acid in IL-1/CH(OEt)3. Mechanistic implications are addressed. The reported protocols enable rapid assembly of a host of heterocyclic systems in high yields with the added advantage of recycling and re-use of the ILs.

The article 《Building Heterocyclic Systems with RC(OR)2+ Carbocations in Recyclable Bronsted Acidic Ionic Liquids: Facile Synthesis of 1-Substituted 1H-1,2,3,4-Tetrazoles, Benzazoles and Other Ring Systems with CH(OEt)3 and EtC(OEt)3 in [EtNH3][NO3] and [PMIM(SO3H)][OTf]》 also mentions many details about this compound(6797-13-3)Computed Properties of C9H9NO, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Application of 6797-13-3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Catalytic synthesis of oxygen- and nitrogen-containing heterocycles on heterogeneous catalysts.

The Cu-Al2O3- or V2O5-Al2O3-catalyzed reaction of aromatic nitro compounds with primary alcs. was studied and its possible mechanism discussed. PhNO2 (I) treated with MeOH gave predominantly PhNH2 (II), PhNHMe, and PhNMe2 whereas with EtOH 30-40% quinaldine was formed together with II. Similarly, quinolines were formed with PrOH, BuOH, and 2-phenylethanol (III). III gave good yields of 2-benzyl-3-phenylquinoline. The reaction of I with 2-propanol and secondary butanols gave II and the corresponding ketones. I with PhCH2OH yielded, depending on the molar ratio, either II and BzH (nearly stoichiometrical amount at the 1:3 ratio, resp.) or some 2-phenylbenzoxazole (at the 1:6 ratio). Similarly, 2-nitrophenol and primary alcs. gave the corresponding 2-substituted benzoxazoles in good yields. -Nitroanilines or o-dinitrobenzene treated with primary alcs. analogously gave the corresponding substituted benzimidazoles. 0 references

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Jadhav, Jagannath; Gaikwad, Vipul; Kurane, Rajanikant; Salunkhe, Rajashri; Rashinkar, Gajanan published an article about the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1 ).COA of Formula: C9H9NO. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:6797-13-3) through the article.

A novel ferrocene tethered polymer supported ionic liquid phase catalyst has been synthesized and successfully applied for intramol. O-arylation of o-iodoanilides to corresponding benzoxazoles. The catalyst was easily recovered by simple filtration that greatly simplified the purification step and resulted in quant. yields, without ionic liquid impurities in the products.

After consulting a lot of data, we found that this compound(6797-13-3)COA of Formula: C9H9NO can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthetic Route of C9H9NO. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Synthesis of 2-ethylbenzoxazole assisted with microwave and ultrasonic wave. Author is Liu, Zhi-jun; Zhang, Ping; Wang, Shi; Xie, Jian-chun; Sun, Bao-guo.

2-Ethylbenzoxazole was synthesized using 2-aminophenol and propionic acid as the reagents and polyphosphoric acid (PPA) as the catalyst assisted with microwave and ultrasonic wave. The influences of mole ratio of catalyst to reactant, reaction temperature, and reaction time were investigated. The optimum technol. found was microwave power 800 W, ultrasonic wave power 800 W, the mole ratio of propionic acid to 2-aminophenol in 5.5:1, the mole ratio of PPA to 2-aminophenol in 0.52:1, reaction temperature 130°C, and reaction time 15 min. After extracted and distilled in vacuum, the concentration of product of 2-ethylbenzoxazole reached 99.78% with the yield of 47.96%. Compared to 2-methylbenzoxazole, organoleptic characteristics of 2-ethylbenzoxazole was significantly different, which smelled green, salty, sweet, and cool. The structure of 2-ethylbenzoxazole was confirmed by IR, MS and 1H-NMR.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Zhang, Xiaohui; Huang, Ruofeng; Marrot, Jerome; Coeffard, Vincent; Xiong, Yan researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).SDS of cas: 6797-13-3.They published the article 《Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement》 about this compound( cas:6797-13-3 ) in Tetrahedron. Keywords: benzoxazole benzimidazole oxidative rearrangement preparation hypervalent iodine. We’ll tell you more about this compound (cas:6797-13-3).

A Beckmann-type rearrangement of o-hydroxy and o-aminoaryl N-H ketimines was developed to prepare benzoxazoles and N-Ts benzimidazoles, resp. The ketimine derivatives were easily prepared by condensation of ammonia with the corresponding ketones and (diacetoxyiodo)benzene acts as an efficient oxidant to trigger the [1,2]-aryl migration towards the formation of the desired heterocycles. Depending on the substitution pattern, the results revealed another mechanistic pathway through which benzisoxazoles or 1H-indazoles could be formed. The Beckmann-type rearrangement strategy was applied to the synthesis of benzimidazole-containing biorelevant targets such as chlormidazole and clemizole.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Ethylbenzo[d]oxazole(SMILESS: CCC1=NC2=CC=CC=C2O1,cas:6797-13-3) is researched.Synthetic Route of C7H8O2. The article 《Grignard reagent induced self-condensation of benzoxazoles: synthesis of benzoxazolylalkyl alkyl ketones》 in relation to this compound, is published in Tetrahedron. Let’s take a look at the latest research on this compound (cas:6797-13-3).

Alkylbenzoxazoles I (R = H, Me, Et, Pr, Ph) undergo clean Claisen-type self-condensation upon treatment with BuMgBr and quenching with aqueous NH4Cl to give enamines II, whereas quenching of the reaction with aqueous HCl furnishes good yields of the benzoxazolylalkyl alkyl ketones III.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem