Day: April 18, 2022

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-(Furan-2-yl)propan-1-one( cas:3194-15-8 ) is researched.Application In Synthesis of 1-(Furan-2-yl)propan-1-one.Heathcock, Clayton H.; Gulick, L. Gray; Dehlinger, Thomas published the article 《Reaction of furyllithium with carboxylic acids》 about this compound( cas:3194-15-8 ) in Journal of Heterocyclic Chemistry. Keywords: furan acylated; acylated furan. Let’s learn more about this compound (cas:3194-15-8).

α-Furyllithium (prepared via BuLi) is treated with acids RCO2H to give mixtures of 2-furyl ketones [2-(RCO-substituted)-furans] (I) and difurylcarbinols [bis(2-furyl)-(R-substituted)-carbinols] (II). The I-II ratio is >1; N.M.R. spectral data for II are given.

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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

Hu, Jian; Hirao, Hajime; Li, Yongxin; Zhou, Jianrong published an article about the compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole( cas:503538-69-0,SMILESS:FC1(F)OC2=CC=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C(C5=C6OC(F)(F)OC6=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)=C2O1 ).Formula: C38H24F4O4P2. 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:503538-69-0) through the article.

The palladium(II)-catalyzed domino Heck cyclization reactions of o-vinylaryl triflates with cyclic alkenes to give polycyclic products, e.g., I, with high enantioselectivity was reported. The methodol. was applied to a short synthesis of diamine II, a precursor of (-)-martinellic acid.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Nickel-Catalyzed Asymmetric α-Arylation and Heteroarylation of Ketones with Chloroarenes: Effect of Halide on Selectivity, Oxidation State, and Room-Temperature Reactions.Recommanded Product: 503538-69-0.

We report the α-arylation of ketones with a range of aryl chlorides with enantioselectivities from 90 to 99% ee catalyzed by the combination of Ni(COD)2 and (R)-BINAP and the coupling of ketones with a range of heteroaryl chlorides with enantioselectivities up to 99% ee catalyzed by Ni(COD)2 and (R)-DIFLUORPHOS. The analogous reactions of bromoarenes occur with much lower enantioselectivities. Mechanistic studies showed that the difference in the rates of decomposition of the arylnickel(II) halide intermediates to {[(R)-BINAP]NiX}2 likely accounts for the difference in the enantioselectivities of the reactions of bromoarenes and chloroarenes. This catalyst decomposition can be overcome by conducting the reactions with [(R)-BINAP]Ni(η2-NC-Ph) (4), which undergoes oxidative addition to haloarenes at room temperature

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Sakemi, Kazue; Ito, Rieno; Umemura, Takashi; Ohno, Yasuo; Tsuda, Mitsuhiro published the article 《Comparative toxicokinetic/toxicodynamic study of rubber antioxidants, 2-mercaptobenzimidazole and its methyl substituted derivatives, by repeated oral administration in rats》. Keywords: ercaptobenzimidazole derivative thyroid toxicity toxicokinetics.They researched the compound: 2-Mercapto-5-methylbenzimidazole( cas:27231-36-3 ).Reference of 2-Mercapto-5-methylbenzimidazole. 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:27231-36-3) here.

2-Mercaptobenzimidazole (MBI), a rubber antioxidant, is known to exhibit potent thyroid toxicity in rats, whereas its methylated derivatives are much less toxic. To characterize this methyl-substituent effect on the thyroid toxicity of MBI, comparative toxicokinetic analyses have been conducted in the present study. MBI and the MMBIs [4-methylated MBI (4-MMBI) and 5-methylated MBI (5-MMBI), and a 1:1 mixture of these 4- and 5-methylated isomers (MMBI mix)] suspended in corn oil were repeatedly administered (at 0.3-0.6 mmol/kg) to male Wistar rats by gavage once daily for 2 wk. After the first and last administrations, blood and urine samples were collected, and the levels of unchanged compounds and their desulfurated metabolites were determined by high performance liquid chromatog. After repeated oral administration (roa), the Cmax and area under concentration-time curve (AUC) of MBI were markedly increased, while the MMBIs essentially were cleared from the blood within 10 h. After roa, the Cmax and AUC of 4-MMBI decreased markedly, suggesting metabolic enzyme induction. However, the toxicokinetic parameters of 5-MMBI were not markedly altered by roa. The inhibitory potencies (IC50) against lactoperoxidase of MBI, 4-MMBI, and 5-MMBI were 20.6 μM, 45.6 μM and 31.6 μM, resp. Thus, the authors suggest that the marked decrease of thyroid toxicity by Me substitution of MBI is caused mainly by a decrease in systemic exposure to the compounds and partly by a decrease in inhibition of thyroid hormone synthesis.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Janda, Miroslav; Kurc, Jozef published an article about the compound: 1-(Furan-2-yl)propan-1-one( cas:3194-15-8,SMILESS:O=C(C1=CC=CO1)CC ).Electric Literature of C7H8O2. 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:3194-15-8) through the article.

So-called junipal (5-(1-propynyl)-2-thiophenecarboxaldehyde) was compared with 5-propionyl-2-thiophenecarboxaldehyde and similar compounds of the furan and thiophene series in inhibiting the growth of E. coli B. The biol. activity of junipal seemed to be very sensitive to structural changes. The tested compounds were 2-(R1-substituted)-5-(R2-substituted)thiophenes (I) and 2-(R1-substituted)-5-(R2-substituted)furans (II), with R1 and R2 in I being, resp., HCO, MeCC; HCO, EtCO; H, MeCC; H, EtCO; H, MeCH:CH; H, EtCH(OH); H, MeCO; H, CHO; CO2H, Et; and in II, H, EtCO; H, EtCH(OH); CO2H, CH2CO2H; CO2H, CH:CHCO2H. A new method was used for preparation of II (H, EtCO): reaction of EtMgBr with the Na salt of 2-furoic acid. The toxicity of junipal against E. coli was relatively high. Each structural change of junipal was accompanied by diminution of the inhibition.

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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

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.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Furan compounds. III. A new synthesis of furyl ketones, published in 1950, which mentions a compound: 3194-15-8, mainly applied to , Safety of 1-(Furan-2-yl)propan-1-one.

cf. C.A. 44, 2973d. Several furyl ketones were synthesized from furyl aldehydes and diazoalkanes as starting materials. The aldehydes were treated in dry Et2O, free of alcs., with 1.5 equivalents diazoalkane at room temperature for 2-14 days and the ketones distilled The following ketones are reported: 2-acetylfuran (70-75% yield), from furfural (I) and CH2N2 (II) after 12 days, b. 169-73° (semicarbazone, m. 148°); 2-propionylfuran, in nearly quant. yield from I and MeCHN2 (III) in 2-3 days, b. 182-3°, m. 28-30° (semicarbazone, m. 189°); 5-methyl-2-propionylfuran (IV), in nearly quant. yield from 5-methylfurfural and III in 2-3 days, b14 94-6° (semicarbazone, m. 162-4°; oxime, prepared by boiling 1.5 g. ketone, 1 g. HONH2.HCl, and 1 g. AcONa for 4 h., and addition of H2O, m. 110°); 5-hydroxymethyl-2-acetylfuran, prepared in 40% yield from 5-(hydroxymethyl)furfural and II after 14 days, b. 130° [semicarbazone, m. 194° (from dilute EtOH)]. IV is a new compound 5-Methylfurfural remained unchanged after 3 wk with I in Et2O.

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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: 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane(SMILESS: O1CCOCCOCCOCCOCCNCC1,cas:33941-15-0) is researched.Recommanded Product: 3194-15-8. The article 《Monofunctionalized Bambus[6]urils and Their Conjugates with Crown Ethers for Liquid-Liquid Extraction of Inorganic Salts》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:33941-15-0).

In this Letter, the first synthesis of monofunctionalized bambusurils I [R = (CH2)4COOH, 4-HO2CC6H4] and their use for preparation of heteroditopic bambusuril-crown ether conjugates suitable for extraction of ion pairs from water to chloroform was presented.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem