Category: naphthyridine

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Naphthyridine chemistry. V. One-step synthesis of 1,8-naphthyridines, published in 1967, which mentions a compound: 1569-17-1, Name is 4-Methyl-1,8-naphthyridine, Molecular C9H8N2, Electric Literature of C9H8N2.

cf. CA 66, 6881q; 65, 16955a; 64, 5057c. 2-Aminopyridine treated with Utermohlen’s “”sulfo-mix”” (CA 38, 9735) and glycerol gave 30% 1,8-naphthyridine. Similarly were prepared 2-methyl-, 4-methyl-, and 2,4-dimethyl-1,8-naphthyridines (I,II, and III). N.M.R. spectra data are given for the compounds

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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 Furan derivatives. LXXVIII. Condensation of 4-nitrobenzyl dichloromethyl sulfone with furfurals. Author is Jurasek, A.; Kovac, J.; Nemlahova, J..

4-O2NC6H4CH2Br reacted with Cl2CHSO2Na in DMF at 60° to give 60.3% 4-O2NC6H4CH2SO2CHCl2, which condensed with furfurals I (R = H, Br, iodo, CO2Me) to give 5-10% yields of the corresponding furyl(nitrophenyl)vinyl sulfones II, for which IR and NMR spectral data are interpreted.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Nitration of isoquinoline 2-oxide》. Authors are Ochiai, Eiji; Ikehara, Morio.The article about the compound:Isoquinolin-5-amine hydrochloridecas:152814-23-8,SMILESS:NC1=CC=CC2=C1C=CN=C2.[H]Cl).Application In Synthesis of Isoquinolin-5-amine hydrochloride. Through the article, more information about this compound (cas:152814-23-8) is conveyed.

Isoquinoline 2-oxide (I) (5 g.) in 20 g. concentrated H2SO4 and 5 g. KNO3, heated 3 hrs. at 60°, the mixture poured into ice water, made alk. with Na2CO3, and the product recrystallized from Me2CO give 4.5 g. 5-nitroisoquinoline 2-oxide (II), yellow needles, m. 220°. Chromatographic separation of the mother liquor in C6H6 gives 0.1 g. C9H6O3N2 (III), m. 179-80°. III (0.1 g.) in 10 ml. CHCl3 heated 10 min. at 50° with 1 ml. PCl3, let stand 3 hrs., the product poured into ice water, and the mixture made alk. with Na2CO3 and extracted with CHCl3 gives 0.1 g. C9H6O2N2 (IV), needles, m. 70°; catalytic reduction of 70 mg. IV in 10 ml. alc. with Pd-C (1 ml. 1% PdCl2 and 0.2 g. C) gives 70 mg. sirupy product (IVA), which, diazotized in 2 ml. 15% HCl at 0-2° with 20 mg. NaNO2 in 0.5 ml. water, and the solution poured into Cu2Cl2 (0.2 g. CuCl2, 1 ml. water, 0.5 ml. concentrated HCl, and 0.1 g. Zn), made alk. with Na2CO3, and extracted with Et2O, gives 8-chloroisoquinoline (V), needles, m. 55°; picrate, m. 190°. Catalytic reduction of 0.5 g. II in 40 ml. alc. with 0.2 g. Pd-C (60%), 10 ml. 10% HCl, and H gives 0.3 g. 5-aminoisoquinoline (VI), needles, m. 124-5°; picrate, m. 226-8°; VI.HCl, m. 270° (decomposition); VI acetate, m. 145-6°. The mother liquor from VI in C6H6 passed through Al2O3 gives a small amount of 5-amino-1,2,3,4-tetrahydroisoquinoline (VII), prisms, m. 150-1°; HCl salt, m. 308-9°, picrate, m. 205-6° (decomposition). VII (50 mg.) in 1 ml. Ac2O and a small amount of AcONa heated 2 hrs. at 100°, the Ac2O removed in vacuo, and the residue made alk. with Na2CO3 and extracted with Et2O gives 40 mg. 5-acetamido-2-acetyl-1,2,3,4-tetrahydroisoquinoline, needles, m. 155-6° (from C6H6). Catalytic reduction of 0.5 g. II in 40 ml. alc. with 0.2 g. Pd-C (60%) and H 70 min. gives 0.4 g. VI and 0.1 g. 5-aminoisoquinoline 2-oxide (VIII), needles, m. 225°. VIII (0.1 g.) in 10 ml. CHCl3 and 1 ml. PCl3 refluxed 30 min. on a water bath, and the mixture cooled, made alk. with Na2CO3, and extracted with CHCl3 gives 70 mg. VI. VI (0.2 g.) in 5 ml. 20% NaHSO3 heated 6 hrs. at 150° in a sealed tube, the product made alk. with NaOH, extracted with C6H6, the aqueous layer acidified with HCl, evaporated to dryness, the residue taken up with a small amount of water, the solution saturated with Na2CO3, and the precipitate recrystallized from alc. gives 0.1 g. 5-hydroxyisoquinoline, prisms, m. 230° (decomposition).

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Recommanded Product: 2689-65-8. 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 Determination of NH2 concentration on 3-aminopropyl tri-ethoxy silane layers and cyclopropylamine plasma polymers by liquid-phase derivatization with 5-iodo 2-furaldehyde. Author is Manakhov, Anton; Cechal, Jan; Michlicek, Miroslav; Shtansky, Dmitry V..

The quantification of concentration of primary amines, e.g. in plasma polymerized layers, is a very important task for surface anal. However, the commonly used procedure, such as gas phase derivatization with benzaldehydes, shows several drawbacks, the most important of which are the side reaction effects. The authors propose and validate a liquid phase derivatization using 5-iodo 2-furaldehyde (IFA). The content of NH2 groups can be determined from the at. concentrations measured by XPS, in particular from the ratio of I 3d and N 1s peak intensities. First, the authors demonstrate the method on a prototypical system such as 3-aminopropyl tri-ethoxy silane (APTES) layer. Here the XPS anal. carried out after reaction of APTES layer with IFA gives the fraction of primary amines (NH2/N) of 38.3 ± 7.9%. Comparing this value with that obtained by N 1s curve fitting of APTES layer giving 40.9 ± 9.5% of amine groups, all primary amines were derivatized by reaction with IFA. The second system to demonstrate the method comprises cyclopropylamine (CPA) plasma polymers that were free from conjugated imines. In this case the method gives the NH2 fraction ∼8.5%. This value is closely matching the NH2/N ratio estimated by 4-trifluoromethyl benzaldehyde (TFBA) derivatization. The reaction of IFA with CPA plasma polymer exhibiting high d. of conjugated imines revealed the NH2/N fraction of ∼10.8%. This value was significantly lower compared to 17.3% estimated by TFBA derivatization. As the overestimated d. of primary amines measured by TFBA derivatization is probably related to the side reaction of benzaldehydes with conjugated imines, the proposed IFA derivatization of primary amines can be an alternative procedure for the quantification of surface amine groups.

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Application of 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 Potential antimicrobial furans. Author is Hoyle, William; Roberts, Gordon P.; Meth-Cohn, Otto.

Furan derivatives bearing isosteric and isoelec. functional groups in place of a 2-nitro group lacked antibacterial activity, confirming the essential role of the nitro group in activity. Functional groups employed were sulfo, sulfamoyl, carboxyl, methoxycarbonyl, carbamoyl, and cyano. For example, 5-iodo-2-furaldehyde [2689-65-8] reacted with Cu2(CN)2 in DMF to form 5-formyl-2-furonitrile [42061-89-2], which was condensed with semicarbazide [57-56-7], 3-amino-2-oxazolidinone, or 1-aminohydantoin to yield 5-cyano-2-furancarboxaldehyde semicarbazone [42061-90-5], 3-[[(5-cyano-2-furanyl)methylene]amino]-2-oxazolidinone [42978-22-3], and 1-[[(5-cyano-2-furanyl)methylene]amino]-2,4-imidazolidinedione (I) [42061-92-7], resp.

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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 Interaction of furan derivatives with antipyrine. Author is Shalygin, A. F..

5-(R-substituted furfurals (I, R = Br or iodo) were prepared Condensation of I (R = Br or iodo) with antipyrine (II) gave diantipyryl-5-(R-substituted)furylmethanes (III, R = Br or iodo), resp. Thus, a mixture of 28.8 g. furfural in 120 ml. CH2Cl2, 0.005 g. S, and 0.05 g. hydroquinone was heated at ∼100° in a N current, 57.5 g. Br in 150 ml. CH2Cl2 added in 2 hrs., and the mixture heated 2 hrs. to give 34.3% I (R = Br), m. 81-2°. A mixture of 5.6 g. I (R = Br), 5.8 g. anhydrous KI, and 30 ml. AcOH refluxed 1.5 hrs. and kept 1 hr. gave 78.8% I (R = iodo), m. 125°. To 12.5 millimoles II in 10 ml. H2O was added 6.25 millimoles I (R = Br) in 10 ml. EtOH over in 0.5 hr. at 80-5° and the mixture worked up to give 84.2% III (R =Br). HCl salt m. 100-1° (H2O-alc.). Similarly equimol. amounts of I (R = iodo) and II gave 80% III (R = iodo). HCL salt m. 83° (EtOH).

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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 Proton-acceptor capacity of aromatic and heterocyclic carbonyl compounds at the hydrogen bond formation stage. II. 5-Substituted furfurals.Quality Control of 5-Iodo-2-furaldehyde.

The IR spectral shifts of the OH group of PhOH in the presence of I (R = H, Me, Me2N, Cl, Br, I) and II (R = H, Me, MeO, Cl, Br) were determined and correlated with substituent constants The furan ring displayed electron-donating character to a small extent. The doublet IR bands in the 3100-3600 cm-1 region arose form H bonding of PhOH with the carbonyl O and with the π system of I and II. Transmission coefficients of 0.4 and 0.5 were calculated for the 1,4-phenylene and 2,5-furandiyl groups.

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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.Computed Properties of C5H3IO2.Xiao, Pan; Schlinquer, Claire; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel published the article 《Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction》 about this compound( cas:2689-65-8 ) in Journal of Organic Chemistry. Keywords: fluoromethylacrylate synthesis palladium catalyzed Mizoroki Heck; coumarin fluoromethyl synthesis. Let’s learn more about this compound (cas:2689-65-8).

Efficient ligand-free palladium catalyzed Mizoroki-Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chem. tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogs of therapeutic agents.

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Safety of 5-Iodo-2-furaldehyde. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Comparative study by mass spectrometry of the fragmentation of 5-substituted furfurals. Author is Lauzardo, N.; Mocelo, R.; Padron, G.; Buttner, J.; Fanghaner, F..

A comparative study on the fragmentation of a series of 5-substituted furfurals (X = H, CH3, Cl, Br, I, NO2, COOCH3, COOH) was made. Depending on the nature of the substituent, 2 main pathways of fragmentation were observed One of them starts with the fragmentation of the aldehyde group (X = H, CH3, Cl, Br, I). The other starts with the fragmentation of substituents (X = NO2, COOCH3, COOH). The spectra are discussed on the basis of these 2 fragmentation pathways.

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Recommanded Product: 4-Methyl-6-(methylthio)pyrimidin-2-ol. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methyl-6-(methylthio)pyrimidin-2-ol, is researched, Molecular C6H8N2OS, CAS is 16710-11-5, about 6-Substituted and 5,6-Disubstituted Derivatives of Uridine: Stereoselective Synthesis, Interaction with Uridine Phosphorylase, and in Vitro Antitumor Activity. Author is Felczak, Krzysztof; Drabikowska, Alicja; Vilpo, Juhani A.; Kulikowski, Tadeusz; Shugar, David.

Stereoselective procedures are described for the synthesis of 6-alkyluridines, e.g. I (R = F, OH, R1 = H, F), by Lewis acid-catalyzed condensation of trimethylsilylated 6-alkyl-4-alkylthiouracils with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (ABR) and trimethylsilylated 6-alkyl-3-benzyluracils with ABR. For all the foregoing nucleosides in the fixed syn conformation about the glycosyl bond, 1H NMR spectroscopy further demonstrated that the pentose rings exist predominantly in the conformation N (3′-endo). Most of the nucleosides were weak substrates of Escherichia coli pyrimidine nucleoside phosphorylase. The 5-fluoro-6-substituted uridines were the poorest substrates. Cytotoxicities of the nucleosides were examined vs the human tumor cell lines MOLT-3, U-937, K-562, and IM-9, as well as PHA-stimulated human lymphocytes. Two of the analogs, 5-fluoro-6-(fluoromethyl)uridine and 5-fluoro-6-(hydroxymethyl)uridine, exhibited cytotoxicities comparable to that of 5-fluorouracil.

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