Category: naphthyridine

Rodgriguez, M.; Fernandez Bertran, J. published the article 《Solvent effect on rotational isomerism of furfural and its 5-substituted derivatives》. Keywords: solvent effect isomerism furfural; substituent effect isomerism furfural; rotamer population furfural; coupling constant furfural; PMR solvent effect furfural.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Formula: C5H3IO2. 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:2689-65-8) here.

The solvent effect on the rotamer distribution of I (R = H) was determined from the 5Jα,4 and the 6Jα,5 in the PMR; 5Jn was inversely proportional to 6J. Polar solvents favored the cis-OO population. The substituent effect on the equilibrium was determined from the 5J for I (R = NO2, Cl, Br, I, Me2N); electron donating substituents also favored the cis-OO rotamer.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation.Product Details of 2689-65-8.

The enzymic β-C-H hydroxylation of the feedstock chem. isobutyric acid has enabled the asym. synthesis of a wide variety of polyketides. The analogous transition metal-catalyzed enantioselective β-C-H functionalization of isobutyric acid-derived substrates should provide a versatile method for constructing useful building blocks with enantioenriched α-chiral centers from this abundant C-4 skeleton. However, the desymmetrization of ubiquitous iso-Pr moieties by organometallic catalysts has remained an unanswered challenge. Herein, the authors report the design of chiral mono-protected aminomethyl oxazoline ligands that enable desymmetrization of iso-Pr groups via palladium insertion into the C(sp3)-H bonds of one of the prochiral Me groups. We detail the enantioselective β-arylation, -alkenylation, and -alkynylation of isobutyric acid/2-aminoisobutyric acid derivatives, which may serve as a platform for the construction of α-chiral centers.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Computed Properties of C9H8N2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Nuclear magnetic resonance studies on σ-adducts of heterocyclic systems with nucleophiles. 18. Proton and carbon-13 nuclear magnetic resonance investigations on σ-adduct formation between 1,X-naphthyridines and some methyl-1,8-naphthyridines with potassium amide in liquid ammonia. Author is Van der Plas, H. C.; Van Veldhuizen, A.; Wozniak, M.; Smit, P..

The 1,5-, 1,6-, and 1,8-naphthyridines dissolved in liquid NH3 containing KNH2 showed the H-2 and C-2 resonance at about 4 and 90 ppm higher field, resp., than the H-2 and C-2 resonance of the naphthyridines observed in CDCl3 as NH2- added to all 3 naphthyridines at C-2 to give a 2-amino-1,2-dihydro-1,X-naphthyridinide ion. The 1,7-naphthyridine showed a more complex reactivity pattern toward NH2-. Besides addition at C-2, addition at C-6 and at C-8 is observed The relation of this study with that of the Chichibabin amination of the 1,X-naphthyridines is discussed. NH2- and 2-methyl- and 4-methyl-1,8-naphthyridine gave only deprotonation of the Me group; 3-methyl-1,8-naphthyridine and NH2- gave the 2-amino-1,2-dihydro-3-methyl-1,8-naphthyridinide ion.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Photochemical reactivity of halofuran and halothiophene derivatives with benzimidazole, the main research direction is iodofuran benzimidazole photochem coupling; iodothiophene benzimidazole photochem coupling; benzimidazolylthiophene; benzimidazolylfuran; thiophene benzimidazolyl; furan benzimidazolyl.HPLC of Formula: 2689-65-8.

A photochem. approach to the synthesis of 5-(4-benzimidazolyl)-2-thiophenes, e.g., I (X = S, R = H, Me) and 5-(4-benzimidazolyl)-2-furan I (X = O, R = H) by the irradiation of benzimidazole with iodothiophenes II (X = S, R = H, Me) and iodofuran II (X = O, R = H) in MeCN is described.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone, is researched, Molecular C7H8BrNO, CAS is 65438-97-3, about Electrochemical diselenylation of indolizines via intermolecular C-Se formation with 2-methylpyridines, α-bromoketones and diselenides.Application of 65438-97-3.

2-Methylpyridines, aryl bromomethyl ketones, and diselenides underwent electrochem. three-component cyclocondensation and selenylation reactions mediated by KI and K2CO3 in aqueous DMF to yield diselenylindolizines such as I [R = Ph, 4-R1C6H4, 3-R2C6H4, 2-FC6H4, 2,4-Cl2C6H3, 3,4-Cl2C6H3, 3,4-(MeO)2C6H3, 2-naphthyl, 1,3-benzodioxol-5-yl, 2-dibenzofuranyl, 1-methyl-2-pyrrolyl; R1 = Me, MeO, i-Bu, F, Cl, Br, I, F3C, Ph, PhCH2O, MeSO2; R2 = Me, MeO, Cl, Br].

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone(SMILESS: CN1C(C(CBr)=O)=CC=C1,cas:65438-97-3) is researched.Application of 65438-97-3. The article 《4-Acetylamino-3-(imidazol-1-yl)-benzoic acids as novel inhibitors of influenza sialidase》 in relation to this compound, is published in European Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:65438-97-3).

Two methods for the synthesis of 4-acetylaminobenzoic acids substituted at the 3-position with imidazoles are described. Thus, 4-acetylamino-3-aminobenzoic acid tert-Bu ester was N-alkylated with RCH2COBr (R = Ph, Et, benzofuran-3-yl, etc.) followed by cyclization with cyanamide and hydrolysis to give imidazolylbenzoic acids I (R1 = Ph, furyl, Et, etc.; R2 = NH2). Imidazolylbenzoic acids I (R1 = H; R2 = NH2, H, Et) were prepared by addition of the appropriate imidazole to 3-fluoro-4-nitrobenzoic acid tert-Bu ester followed by reduction of the nitro group, acetylation, and hydrolysis. Many of the compounds are inhibitors of influenza virus sialidases with levels of activity similar to the recently described 4-acetylamino-3-guanidino-benzoic acid (BANA 113).

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

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: 2689-65-8, is researched, Molecular C5H3IO2, about Palladium-catalyzed synthesis of 4-heteroaryl and 4-alkynyl-substituted sydnones. 5-Oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylzinc chloride, the main research direction is palladium catalyzed coupling oxidophenyloxadiazoliumylcopper heteroaryl iodide; alkynyl bromide palladium catalyzed coupling oxidophenyloxadiazoliumylcopper; oxidophenyloxadiazoliumylzinc chloride preparation reactivity; sydnone heteroaryl alkynyl.COA of Formula: C5H3IO2.

A general method is suggested for the synthesis of 4-heteroaryl- and 4-alkynyl-3-Ph sydnones by palladium(0)-catalyzed cross-coupling of 5-oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylcopper (I, R = Cu) with heteroaryl iodides and alkynyl bromides. Thus, I (R = H) was treated sequentially with BuLi, CuBr, and then 2-iodopyridine and Pd(PPh3)4 in THF-C6H6 to give 85% I (R = 2-pyridyl). 5-Oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylzinc chloride (I, R = ZnCl) was synthesized and found to be significantly less reactive than I (R = Cu) and was successfully coupled only with p-iodonitrobenzene and β-bromostyrene.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Computed Properties of C9H8N2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Syntheses of nitrogen-containing compounds. XVII. Improvement of one-step synthesis of naphthyridine derivatives and their methylation with demethyl sulfoxide in the presence of base. Author is Hamada, Yoshiki; Takeuchi, Isao; Hirota, Minoru.

1,8-Naphthyridines were synthesized in a high yield by the reaction of 2-aminopyridines with glycerol, in the presence of Na m-nitrobenzenesulfonate, in H2SO4. Methylation of naphthyridines with Me2SO in the presence of NaH or KOBu-tert afforded their mono-Me or di-Me compounds This methylation with methylsulfinyl carbanion was examined from the Hueckel MO method; the calculation agreed with the exptl. results.

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1,8-Naphthyridine | C8H6N2 – PubChem

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: 2689-65-8, is researched, Molecular C5H3IO2, about Evaluation of the reactivity of furfural and products of its oxidation with hydrogen peroxide, the main research direction is oxidation furfural kinetics energy; substituent oxidation kinetics furfural.Related Products of 2689-65-8.

Energy levels were calculated (MO) for furan and furfural; energies of formation in each stage of the oxidation of furfural by H2O2 were also calculated Rate constants of oxidation of I increased in the order R = NO2, iodo, Br, H, Cl, Me, Me2N.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Formula: C5H3IO2. 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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis of new heterocyclic compounds based on N-benzyl(heptyl)-3-benzyl(heptyl)amino-4-hydroxybutanamides. Author is Tlekhusezh, M. A.; Badovskaya, L. A.; Tyukhteneva, Z. I..

The reactions of HOCH2CH(NHR)CH2CONHR (R = benzyl, heptyl) with 5-iodofurfural, Cl3CCOOEt, SOCl2, and di-Et oxalate were examined The products included oxazolidines I and II (R = benzyl, heptyl), oxathiazolidine oxide III, and morpholinediones IV (same R). I and III showed antibacterial and antifungal activity.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem