Category: naphthyridine

Formula: C5H3IO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about 1H-Indenylfuran and -thiophene derivatives: a new class of singlet-oxygen sensitizers. Author is D’Auria, Maurizio; Vantaggi, Anna.

Photophys. and photochem. properties of title compounds I (X = O, S; R = H, Me) and II (R = H, inden-2-yl) were studied. All the compounds absorbed UV light at 350-380 nm. The fluorescence spectra of I and II showed bands at 410-470 nm and quantum yields in the range 0.25-0.88. Attempts to calculate the triplet energy failed except for I (X = S, R = Me) and II (R = H), which showed ET = 43-44 kcal mol-1. These compounds are a new class of singlet-oxygen sensitizers. The sensitized reaction of 2,5-dimethylfuran with singlet oxygen was followed. I (X = O, R = H) and II (R = inden-2-yl) are more reactive than α-terthiophene (III), while the other compounds show the same reactivity as III. This behavior can be explained by different intersystem crossing quantum yields. Diazabicyclo[2.2.2]octane is a quencher of singlet oxygen in this reaction. Superoxide ion formation is excluded by photooxidation of α,α’-dimethylstilbene.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Synlett called A simple preparative synthesis of epoxy[1,3]oxazino(or oxazolo)[2,3-a]isoindoles and their thia analogues via IMDAF, Author is Zubkov, Fedor I.; Galeev, Timur R.; Nikitina, Eugeniya V.; Lazenkova, Irina V.; Zaytsev, Vladimir P.; Varlamov, Alexey V., the main research direction is epoxy oxathiazino isoindole carboxylic acid preparation; intramol Diels Alder cycloaddition furfural amino alc.Quality Control of 5-Iodo-2-furaldehyde.

Azomethines, easily prepared from 5-(R)-furfurals and 1,3- or 1,2-amino alcs. (aminothiols), react under mild conditions with maleic anhydride affording 8,10a-epoxy[1,3]oxa(thia)zino[2,3-a]isoindole-7- and 7,9a-epoxy[1,3]oxa(thia)zolo[2,3-a]isoindole-6-carboxylic acids. The reaction proceeds through initial N-acylation with subsequent intramol. exo-Diels-Alder cycloaddition and stereoselectively leads to the exo adducts. The ‘one-pot’ synthetic protocol is also presented.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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, Yakugaku Zasshi called Catalytic dehalogenation reaction, Author is Miyaki, Takaaki; Kataoka, Eisei, which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Recommanded Product: 1569-17-1.

Catalytic dehalogenation of 2,7-dichloro-4-methyl-1,8-naphthyridine with Pd-CaCO3 gave 4-methylnaphthyridine and chloro-4-methylnaphthyridine (the details to be reported later). Catalytic dehalogenation of 2,4-dichloro-6-methylpyrimidine gave a compound whose picrate (m. 130-1°) did not depress the m. p. of 6-methylpyrimidine picrate. In like manner the following compounds were studied with the reaction indicated: 4-phenyl-2,6-dichloropyrimidine → C10H8N2, m. 66-7°; 1-bromo-β-naphthol → β-naphthol; 1-bromo-β-naphthol Me ether → β-naphthol Me ether; bromopiperonal → piperonal; o-BrC6H4NO2 → aniline + o-bromoaniline + 2,2′-dibromoazoxybenzene.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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, Yakugaku Zasshi called Catalytic dehalogenation reaction, Author is Miyaki, Takaaki; Kataoka, Eisei, which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Recommanded Product: 4-Methyl-1,8-naphthyridine.

Catalytic dehalogenation of 2,7-dichloro-4-methyl-1,8-naphthyridine with Pd-CaCO3 gave 4-methylnaphthyridine and chloro-4-methylnaphthyridine (the details to be reported later). Catalytic dehalogenation of 2,4-dichloro-6-methylpyrimidine gave a compound whose picrate (m. 130-1°) did not depress the m. p. of 6-methylpyrimidine picrate. In like manner the following compounds were studied with the reaction indicated: 4-phenyl-2,6-dichloropyrimidine → C10H8N2, m. 66-7°; 1-bromo-β-naphthol → β-naphthol; 1-bromo-β-naphthol Me ether → β-naphthol Me ether; bromopiperonal → piperonal; o-BrC6H4NO2 → aniline + o-bromoaniline + 2,2′-dibromoazoxybenzene.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ) is researched.Category: naphthyridine.Kovac, J.; Stetinova, J. published the article 《Furan derivatives. LXXX. Synthesis and properties of substituted furfurylideneoxindoles》 about this compound( cas:2689-65-8 ) in Chemicke Zvesti. Keywords: furfurylideneoxindole; oxindole furufurylidene; IR furfurylideneoxindole; UV furfurylideneoxindole; mass spectra furfurylideneoxindole. Let’s learn more about this compound (cas:2689-65-8).

Oxindoles I (R1 = R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, CO2Me, p- and m-O2NC6H4, Me2N; R1 = H, R2 = NO2, R = H, Cl, Br, I, Me, MeS, Ac, 4-O2NC6H4; R1 = Ac, R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, NMe2) were prepared by condensation of oxindole, 5-nitrooxindole, and 1-acetyloxindole, resp., with the resp. furancarboxyaldehydes, some I (R1 = Ac) were prepared by acetylation of I (R1 = H). UV, IR and mass spectra of I were interpreted.

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

SDS of cas: 2689-65-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Copper-Mediated Fluoroalkylation of Aryl Iodides Enables Facile Access to Diverse Fluorinated Compounds: The Important Role of the (2-Pyridyl)sulfonyl Group. Author is Zhao, Yanchuan; Gao, Bing; Ni, Chuanfa; Hu, Jinbo.

The (2-pyridyl)sulfonyl group was found to be a multifunctional group in the preparation of structurally diverse fluorinated products. It not only facilitates the copper-mediated (or catalyzed) cross-coupling reaction between α-fluoro sulfone and aryl iodides, but also enables further transformations of the coupling products.

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

Safety of 5-Iodo-2-furaldehyde. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about New hydrazide-hydrazones of isonicotinic acid: synthesis, lipophilicity and in vitro antimicrobial screening. Author is Popiolek, Lukasz; Biernasiuk, Anna; Berecka, Anna; Gumieniczek, Anna; Malm, Anna; Wujec, Monika.

This study describes the synthesis, lipophilicity and in vitro antimicrobial assays of 15 new hydrazide-hydrazones of isonicotinic acid. New derivatives were obtained on the basis of the condensation reaction of isonicotinic acid hydrazide with different aromatic aldehydes. The chem. structure of synthesized compounds was confirmed by spectral methods. Exptl. lipophilicity of new isonicotinic acid derivatives was determined using reversed-phase thin-layer chromatog. All synthesized compounds were subjected to in vitro antimicrobial assays against reference strains of Gram-pos. bacteria, Gram-neg. bacteria and fungi belonging to Candida spp. Some of the synthesized hydrazide-hydrazones proved to be significant antibacterial compounds and more potent than commonly used chemotherapeutic agents.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of iodo derivatives of the furan series. 5-Iodofurfural》. Authors are Nazarova, Z. N..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Application In Synthesis of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

All 5-bromo or -iodo derivatives of furan lose halogen quant. on standing 48 h. in the dark in HNO3 (d. 1.4) in the presence of AgNO3, followed by heating to 50-60° until N oxide vapor appear; the method can be used for anal. of these compounds Refluxing 35 g. 5-bromofurfural with 3.5 g. KI and 180 mL. AcOH 1 h., followed by dilution with H2O gave 96% crude product, m. 124-6°, which gave 80% pure 5-iodofurfural, m. 127.5-8° (from EtOH); with HNO3 it gives vapor of iodine; oxime, decompose 167-8°; semicarbazone, decompose 199-200°. The aldehyde in 30% NaOH treated with a few drops H2O2 and kept 4 days, then acidified, gave 58.8% 5-iodofurancarboxylic acid, decompose 197-8° (from H2O). The aldehyde heated with Ac2O-AcOK at 145-50°, then boiled with a little H2O 15 min. gave 82.2% 5-iodo-2-furylacrylic acid, decompose 159-60° (from dilute dioxane). The aldehyde condensed with MeNO2 (cf. C.A. 49, 9606b) gave 86% 1-(5-iodo-2-furyl)-2-nitroethylene (I), yellow-orange, m. 112-13° (from EtOH); if the intermediately formed Na salt is filtered directly from the mixture and is carefully decomposed with AcOH after washing with Et2O and MeOH, there is formed the unstable nitro alc., orange-red oil, which after steam distillation gave 80% I, m. 112-13°. The Br analog heated with KI and NaI in AcOH 2 h. on a steam bath gave 82.6% I. Heating 2-(5-bromo-2-furyl)-1-chloro-1-nitroethylene (cf. loc. cit.) with NaI in AcOH 2 h. gave 48.2% 5-iode analog, C6H3BrCINO3, m. 109-9.5° (from EtOH), an irritant which loses iodine on heating with HNO3.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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 Catalytic synthesis of furan 1,3-dioxanes and study of their properties, published in 1971, which mentions a compound: 2689-65-8, mainly applied to furan acetal dioxane; kinetics furfural polyol condensation, Reference of 5-Iodo-2-furaldehyde.

Cyclic furan acetals of the 1,3-dioxane type were prepared by reaction of furfural, 5-substituted furfurals, furylacrolein, furfurylidenacetone, or 2-acetylfuran with polyols (trimethylolpropanol, trimethylolethanol, and pentaerythritol dichlorohydrin) at 100° in the presence of KU-2 cation exchange catalyst. The kinetics of the reaction was studied. The reaction obeyed a 1st order equation and occurred by the formation of a protonated complex with aldehyde, sorption on the catalyst surface, followed by accelerated nucleophilic attack by the alc. mol. Reaction of a protonated complex with alc. mol. was a limiting chem. reaction stage. The acetylation reaction stage of 5-substituted furfurals increased in the order of substituents Me < H < Cl < Br < iodine < NO2. The furyl 1,3-dioxanes exist in 2 stereoisomeric forms. This literature about this compound(2689-65-8)Reference of 5-Iodo-2-furaldehydehas given us a lot of inspiration, and I hope that the research on this compound(5-Iodo-2-furaldehyde) can be further advanced. Maybe we can get more compounds in a similar way.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Derivatives of the ethyl ester of (α-cyanofurylacrylic acid).》. Authors are Lami, Laura; Bartroli, Rita; Diaz, Mercedes; Perera, Eddy.The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Synthetic Route of C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Derivatives of Et α-cyanofurylacrylate (I; R = H, NO2, Br, I) were synthesized and tested for fungicidal activity. In vitro against 9 fungi, I (R = NO2) gave >90% inhibition of 5 species (Penicillium italicum, P. digitatum, Phytophthora nicotianae, Helminthosporium oryzae, and Phomopsis citri). As a 0.3% spray, it gave good control of blue mold of tobacco in pot experiments

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