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 Direct α-Chalcogenation of Aliphatic Carboxylic Acid Equivalents, the main research direction is alpha chalcogenation aliphatic carboxylic acid; thioether selenoether preparation copper catalyzed chalcogenation.Product Details of 6797-13-3.

A novel approach to α-chalcogenation of aliphatic carboxylic acids has been developed by means of transforming them as the corresponding benzazoles. The catalyst system, consisting of CuI, DMSO, and a base, operates through a unique mechanism to access a range of practically significant thio- and selenoethers that are otherwise challenging to achieve. The applicative potentials have been exemplified by utilizing the resultant chalcogenated compounds as the precursor for the synthesis of biol. pertinent mols. and synthetic intermediates.

This compound(2-Ethylbenzo[d]oxazole)Product Details of 6797-13-3 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

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 《Benzoxazole derivatives》. Authors are Skraup, Siegfried; Moser, Marie.The article about the compound:2-Ethylbenzo[d]oxazolecas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1).Category: benzoxazole. Through the article, more information about this compound (cas:6797-13-3) is conveyed.

cf. C. A. 14, 926. In the continuation of the study of the opening of the ring of benzoxazole (A) and its homologs a number of interesting observations were made which seem to be characteristic of the A system. All attempts to prepare benzoxazole-2-nitrile from the 2-NH2 derivative through the diazonium compound failed; after the treatment with HNO2, the amine does, to be sure, give a distinct violet color with R-salt, but the greater part of the amine is always recovered unchanged. A decisive proof of the aromatic nature of A derivatives, however, is found in the oxidation of 2-methyl-benzoxazole to benzoxazole-2-carboxylic acid (B), which can be obtained in better yield by the oxidation of 2-o-hydroxyphenylbenzoxazole (C). Instead of reacting normally to form a ketone with Grignard reagents, the chloride of B to a great extent, the anilide exclusively, exerts an energetic reducing action. The chloride with PhMgBr gives chiefly benzoxazylmethyl alc. (D), together with a little benzoxazyldiphenylcarbinol (E), probably formed by combination of a 2nd mol. of the PhMgBr with the primary intermediate ketone; E in concentrated H2SO4 exhibits deep red halochromism phenomena, another fact indicative of the aromatic nature of the A derivatives The anilide with MeMgI gives exclusively benzoxazole-2-aldehyde anil (F), undoubtedly formed by reduction of the tautomeric form O.C6H4.N:CC(OH):NPh of the anilide; contrary to other Schiff bases, F is hardly attacked by acids but easily decomposed into the aldehyde and PhNH2 by alkalies. The desired benzoxazyl Ph ketone (G) was finally obtained from its oxime which in turn was prepared from 2-benzylbenzoxazole (H). The velocity of hydrolysis of a further number of 2-substituted derivatives of A has been measured; the reaction is apparently monomol. (the H2O being present in excess) and in all but the Bz and PhCH2 derivatives the velocity constants found agreed with those calculated for a monomol. reaction. Below are given, after the substituent, the time in min. and the velocity constant (0.4343k): At 19°: H, 1, 0.0915. At 61°: PhCH2, 29, 0.0094; 120, 0.0031; Et, 30, 0.0033; 128, 0.0031; Me, 60, 0.00279; 120, 0.00279. At 108°: Me, 5, 0.0926; 20, 0.0848; m-O2NC6H4, 372, 0.0059; Bz, 58, 0.0047; 121, 0.0023; Ph, 134, 0.0019; 360, 0.0017; p-MeOC6H4, 371, 0.00067; 887, 0.00066; β-naphthyl, 479, 0.00058; 936, 0.00049; α-naphthyl, 436, 0.00024; 1024, 0.00019; o-HOC6H4, 960, 0.00024; 2450, 0.00013; p-O2NC6H4, 1100, 0.00010; 2615, 0.00005. The sharp difference between aliphatic and aromatic radicals, which had already been pointed out, is clear. Also, the velocity of hydrolysis of the Et is somewhat greater than that of the Me derivative, i. e., the valence demand (see S. and Freundlich C. A. 16, 3646) of Et is smaller than that of Me, in accordance with Meerwein’s observation that alkyls with an odd number of C atoms have a greater affinity demand than those with an even number The great difference between the unsubstituted A and its Me homolog shows that in this respect (valence demand), also, H occupies a peculiar position, which certainly is closely connected with the differing properties of the initial members of homologous series (HCO2H, HCHO, differences between aldehydes and ketones, etc.). The temperature coefficient of the reaction as determined for the Me derivative (2.07 according to the Berthelot, 4015 according to the Arrhenius formula) is strikingly small as compared with those usually found for apparently monomol. reactions. C, obtained in 53% yield from equimol, amounts of and o-H2NC6H4OH and o-HOC6H4CONH2 fused together until the temperature rises to 200° and NH3 is no longer evolved (about 1.5 h.), long needles with a pink tinge from alc., m. 123°, soluble in organic solvents generally with a strong fluorescence, in AcOH with red-violet color, difficulty in alkali with violet fluorescence; in KOH with KMnO4 on the H2O-bath it gives 48% of the potassium salt, golden yellow leaflets, of B, white precipitate, m. 85°, loses CO2 with formation of A on the H2O-bath, also when heated with 20% HCl but not with boiling alkalies. Chloride, obtained in 93.7% yield from the K salt and SOCl2 on the H2O -bath, m. 85°, has an unpleasant penetrating odor; 4 g. in Et2O cautiously treated with the calculated amount of PhMgBr, boiled 1 h. and allowed to stand overnight yields a product separated by means of cold alc. into 0.3 g. E, m. 157°, and D (obtained exclusively if the PhMgBr is added to a hot solution of the chloride), m. 125°, b14 200-30°. Anilide of B, m. 156-7°. F (5 g. from 10 g. of the anilide with MeMgI), m. 153°. Refluxed 1 h. in alc. with 3.7 g. ONC6H4NMe2 and 3 cc. of 35% NaOH, 5 g. H gives 5 g. of the compound O.C6H4.N:CCPh: NC6H4NMe2, fine needles from alc., begins to decompose 150°. The compound O.C6H4.N:CCPh:NNHC6H3(NO2)2 (1.5 g. from 1.5 g. H in AcOH allowed to stand 12 h. with 2,4-(O2N)2C6H3N:NSO4H), yellow crystals from PhMe, m. 140°. Oxime of G (18 g. from 20 g. H in cold Et2O, 10 g. NaOEt and 15 g. AmNO2. shaken several hrs., filtered, dissolved in NaOH, freed from AmOH with Et2O and precipitated with CO2), crystals from 50% alc., m. 193°; 4 g. heated 2 h. at 180-90° in a sealed tube with 40 g. AcOH (dehydrated by freezing twice and distilling over P2O5), gives 2-2.5 g. G, soluble with golden yellow color in concentrated H2SO4 or HCl, reprecipitated by H2O. 2-Ethylbenzoxazole, from o-H2NC6H4OH and EtCN heated 24 h. at 205-10°, b. 210°, d20 1.081. 2-β-Naphthylbenzoxazole, from o-H2NC6H4OH and β-C10H7CN boiled 8 h., m. 115-6°, fluoresces strongly in 2-p-Nitrophenylbenzoxazole (1 g. from H2NC6H4OH and 5 g. O2NC6H4CN heated 1 h. at 135-40° and sublimed through filter paper), long needles with pink tinge from CHCl3, m. 260°, soluble in hydrocarbons with intense green fluorescence. The o- and m-compounds cannot be prepared in this way; that a derivative of A is formed is indicated by the intense green fluorescence of the solution of the product in petr. ether, which, however, dissolves but traces of it; vacuum distillation leads to decomposition and only traces of a high boiling product are obtained; raising the temperature of the condensation reaction or using a higher boiling solvent (cumene, PhCl) also results in decomposition The m-compound was prepared by Ransom’s method (Am. Chem. J. 23, 24 (1900)) (yield, 4.5%). All the hydrolysis velocity measurements were made with 20.2% HCl.

This compound(2-Ethylbenzo[d]oxazole)Category: benzoxazole was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Name: 2-Ethylbenzo[d]oxazole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Metal free montmorillonite KSF clay catalyzed practical synthesis of benzoxazoles and benzothiazoles under aerobic conditions. Author is Kummari, Vijaya Babu; Chiranjeevi, Kalavakuntla; Suman Kumar, Alleni; Aravind Kumar, Rathod; Yadav, Jhillu Singh.

An efficient method for the synthesis of benzoxazoles and benzothiazoles I [R = Cl, Me, NO2, t-Bu; R1 = Me, Et, i-Pr; X = O, S] via montmorillonite KSF clay catalyzed condensation reaction of β-diketones and 2-aminophenols or 2-aminothiophenols resp. was reported. The efficiency of the reaction reflected from the wide substrate scope with electronic differentiation on aryls. The reaction was metal free and proceeded without the exclusion of air or moisture, and further the catalyst could be recycled up to 3-5 catalytic cycles.

This compound(2-Ethylbenzo[d]oxazole)Name: 2-Ethylbenzo[d]oxazole was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

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 《Synthetic anticonvulsants. Preparation and properties of some benzoxazoles》. Authors are Bywater, W. G.; Coleman, W. R.; Kamm, Oliver; Merritt, H. Houston.The article about the compound:2-Ethylbenzo[d]oxazolecas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1).Quality Control of 2-Ethylbenzo[d]oxazole. Through the article, more information about this compound (cas:6797-13-3) is conveyed.

The following benzoxazoles were prepared by heating mol. equivalents of tech. o-H2NC6H4OH and the appropriate acid, amide, or nitrile to boiling for several hrs.; the reaction mixture was distilled at atm. pressure and the crude product, if liquid, was dissolved in petr. ether and washed with 10% NaOH, which destroyed the characteristic fluorescence of the crude material. The solids were pulverized and washed with 10% alkali and H2O before crystallizing from dilute EtOH or Me2CO. The m.ps. and b.ps. are corrected AmCO2H gives 67.2% of 2-amylbenzoxazole, b2 125°, b. 264-6°; Et2CHCO2H gives 44.3% of the (1-ethylpropyl) analog, b1 110°, b. 250-2°; caprylic acid yields 61.5% of the heptyl analog, b4 174-5°, b. 294-8°; lauramide yields 30% of the hendecyl analog, b1 179-84°, b. 347-53°, m. 32-3°; oleic acid gives 38.6% of the 8-heptadecenyl analog, b2 248-9°; Ph2CHCO2H yields 55.1% of the (diphenylmethyl) analog, m. 69.5-70.5°; (CH2CO2H)2 gives 44.5% of 2,2′-ethylenedibenzoxazole, m. 194.5-5.5°. The following yields (%) were obtained of known 2-alkyl derivatives of benzoxazole: Et 50, hexyl 71.4, pentadecyl 26, heptadecyl 27.7, Ph 33.3, PhCH2 82.4 (from PhCH2CO2H), 40.6 (from PhCH2CN), p-ClC6H4 30.5, HO 35, styryl 4 [in this reaction a by-product b14 87-9° (HCl salt, m. 154-5°, N 8.2%, Cl 20.38%)]. Benzoxazolone results in 35% yield by fusing CO(NH2)2 with tech. o-H2NC6H4OH at 200°; BuNHCONH2 gives 10.2%; urethan gives 53%. Anticonvulsant activity [A, if the convulsive threshold is elevated to more than 50 ma., B, if increased by 20-30 ma. 2 hrs. after treatment; the figure is the dose (g./kg.) at which the rating was established] of 2-substituted benzoxazoles was determined as follows: Me, A, 0.5; Et, B, 0.37; Am, B, 0.15; (1-ethylpropyl), B, 0.25; hexyl, B, 1.0; heptyl, A, 0.38; pentadecyl, B, 0.41; benzyl, A, 0.3; benzimidazole, A, 0.47; dilantin Na, A, 0.05. Toxicity data (LD40) in g./kg. (white mice, orally): HO 0.94, Me 1.10, Et 1.0, Am 1.3, (1-ethylpropyl) 1.3, hexyl 2.75, heptyl 2.3, pentadecyl 5+, heptadecyl 10.5+, Ph 5+, benzyl 1.75, (p-chlorophenyl) 6, (diphenylmethyl) 0.05, 2-aminobenzimidazole 0.60, dilantin Na 0.5.

This compound(2-Ethylbenzo[d]oxazole)Quality Control of 2-Ethylbenzo[d]oxazole was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Product Details of 6797-13-3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Regio- and Diastereoselective Decarboxylative Coupling of Heteroaromatic Alkanes. Author is Waetzig, Shelli R.; Tunge, Jon A..

Heteroaryl-substituted O-allylic esters R1R2R3CCO2CH2CH:CR4R5 [R1 = 2-pyridyl, 4,5-diphenyl-2-oxazolyl, 2-benzoxazolyl, 2-benzothiazolyl, 1-methyl-2-benzimidazolyl; R2 = H, R3 = Me, PhCH2; R2 = R3 = PhCH2; R2R3 = (CH2)5; R4 = H, R5 = Me, Ph; R4 = R5 = Me] undergo facile palladium-catalyzed decarboxylative coupling to afford heteroaryl-substituted terminal alkenes R1R2R3CCR4R5CH:CH2. The resulting C-C bond is formed with high diastereoselectivity and high regioselectivity for coupling at the more substituted allyl terminus. It is proposed that this unusual combination of selectivities results from a tandem allylation/aza-Cope rearrangement sequence. After allylation, decarboxylative dearomatization produces an intermediate for the aza-Cope rearrangement. The subsequent aza-Cope rearrangement occurs under mild conditions because it is driven by rearomatization.

《Regio- and Diastereoselective Decarboxylative Coupling of Heteroaromatic Alkanes》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)Product Details of 6797-13-3.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cohen, Victor Israel; Pourabass, Soraya published the article 《Synthesis of some benzimidazole, benzoxazole and benzothiazole derivatives. Action of aliphatic seleno esters on some o-phenylenediamine, o-aminophenol and o-aminothiophenol and their derivatives》. Keywords: benzimidazole; benzoxazole; benzothiazole; aliphatic seleno ester reaction; phenylenediamine cyclization seleno ester; phenol amino cyclization seleno ester; thiophenol amino cyclization seleno ester.They researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).Quality Control of 2-Ethylbenzo[d]oxazole. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:6797-13-3) here.

Reaction of RC(Se)OEt (R = Me, Me2CH, pentyl, Pr, Et) with o-C6H4(NH2)2, o-HOC6H4NH2, o-HSC6H4NH2 or their derivatives gave 30-94% I (R = H, Cl, Me; R2 = H, Me, Z = NH, O, S). The mass spectra and NMR of I were studied.

《Synthesis of some benzimidazole, benzoxazole and benzothiazole derivatives. Action of aliphatic seleno esters on some o-phenylenediamine, o-aminophenol and o-aminothiophenol and their derivatives》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)Quality Control of 2-Ethylbenzo[d]oxazole.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Zhang, Meng-Cheng; Wang, Dong-Chao; Xie, Ming-Sheng; Qu, Gui-Rong; Guo, Hai-Ming; You, Shu-Li 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.

Herein, the development of enantioselective dearomative [3+2] cycloaddition reactions of benzazoles with aminocyclopropanes via kinetic resolution has been reported. In the presence of a copper complex, derived from Cu(OTf)2 and bisoxazoline, a series of hydropyrrolo-benzazole derivatives containing quaternary stereogenic centers were obtained in high yields (up to 99%) with excellent enantioselectivity (up to 99% enantiomeric excess [ee]). With the same catalytic system, 2-amino cyclopropane-1,1-dicarboxylates with a high enantiomeric purity (up to 98% ee) were also obtained by an efficient kinetic resolution (s values of up to 95). In addition, the utility of this method was showcased by the facile transformation of products into several important heterocyclic frameworks, including pyrrolo-benzothiazine and 1,5-benzothiazepine.

《Cu-catalyzed Asymmetric Dearomative [3+2] Cycloaddition Reaction of Benzazoles with Aminocyclopropanes》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)COA of Formula: C9H9NO.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

SDS of cas: 6797-13-3. 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 Application of nano SnO2 as a green and recyclable catalyst for the synthesis of 2-aryl or alkylbenzoxazole derivatives under ambient temperature. Author is Vahdat, Seyed Mohammad; Raz, Shima Ghafouri; Baghery, Saeed.

Application of nano-SnO2 as an efficient and environmentally benign catalyst was explored for the synthesis of 2-arylbenzoxalzole derivatives I [R = Ph, 2-HOC6H4, 2-MeOC6H4, 2-furyl, 3-Cl, 2-thienyl, etc., R1 = H, Me, Cl, NO2] or 2-alkylbenzoxazole derivatives I [R = H, Me, Et, R1 = H, Me, Cl] via condensation reaction of 2-aminophenols with aryl aldehydes or orthoesters, resp. The SnO2 nanocatalyst is reusable, cheap and eco-friendly. This catalyst offers several advantages including mild reaction conditions, high yield of products, lower catalyst loading and shorter reaction times with simple exptl. and isolation procedures.

《Application of nano SnO2 as a green and recyclable catalyst for the synthesis of 2-aryl or alkylbenzoxazole derivatives under ambient temperature》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)SDS of cas: 6797-13-3.

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.Li, Zhenhua; Jin, Guoqiang; Qin, Jingjing; Tan, Zhiyong; He, Jiayu researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).SDS of cas: 6797-13-3.They published the article 《Efficient and divergent synthesis of benzoxazoles and 1,2-benzisoxazoles from o-hydroxyaryl ketoximes》 about this compound( cas:6797-13-3 ) in Heterocycles. Keywords: hydroxy acetophenone oxime tandem Beckmann rearrangement regioselective oxacyclization; benzoxazole preparation; benzisoxazole preparation. We’ll tell you more about this compound (cas:6797-13-3).

A bis(trichloromethyl) carbonate (BTC) / triphenylphosphine oxide (TPPO) system promoting tunable cyclization of a variety of o-hydroxyaryl ketoximes to benzoxazoles and benzisoxazoles was developed. The synthetic switch was enabled by base-free or the use of Et3N. Under base-free conditions, o-hydroxyaryl ketoximes were treated with BTC/TPPO giving corresponding 2-substituted benzoxazoles via cascaded Beckmann rearrangement and intramol. oxa-cyclization. Analogously, the 3-substituted benzisoxazoles were obtained via intramol. nucleophilic substitution reactions in the presence of Et3N. This process features mild reaction conditions, high chemoselectivity and good functional groups tolerance.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)SDS of cas: 6797-13-3 require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ) is researched.COA of Formula: C9H9NO.Sung, Gi Hyeon; Lee, In-Hye; Kim, Bo Ram; Shin, Dong-Soo; Kim, Jeum-Jong; Lee, Sang-Gyeong; Yoon, Yong-Jin published the article 《Eco-friendly atom-economical synthesis of 2-substituted-benzo[d]thiazoles and 2-substituted-benzo[d]oxazoles using 2-acylpyridazin-3(2H)-ones》 about this compound( cas:6797-13-3 ) in Tetrahedron. Keywords: aminothiophenol acylpyridazinone cyclocondensation; aminophenol acylpyridazinone cyclocondensation; benzothiazole green preparation; benzooxazole green preparation. Let’s learn more about this compound (cas:6797-13-3).

The synthesis of benzo[d]thiazoles and benzo[d]oxazoles using 2-acylpyridazin-3(2H)-ones as acyl transfer agents under transition-metal-free and eco-friendly conditions, was carried out. It is worthy to note that the reaction is efficient, green, and economical, and will find several applications in organic synthesis, medicinal chem., and industrial chem.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)COA of Formula: C9H9NO require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem