Month: April 2022

Electric Literature of C5H3IO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Polar properties and reactivities of some 5-substituted furfurals. Author is Kogan, M. G.; Pustovarov, V. S.; Kolodyazhnyi, Yu. V.; Nazarova, Z. N.; Osipov, O.A..

The dipole moments (μ) were determined of the following 5-substituted furfurals (I) (substituent and μ given): Et2N, 5.66; Me2N, 5.50; piperidino, 5.43; PhNMe, 4.95; morpholino, 4.81; Me, 3.94; CHO, 3.46; H, 3.57; Br, 3.37; Cl, 3.37; I, 3.29. Linear correlations were obtained between μ and Hammett σ constant of the substituents. The relative reaction rates (k) were also determined for the reactions of I with PhNH2. A linear plot was obtained when μ were plotted vs. log k. I (R = Me, NMe2, or NEt2) have in solution primarily the cis configuration.

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

SDS of cas: 1569-17-1. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single 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

Reference of 5-Iodo-2-furaldehyde. 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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Chemical shifts and JC13-H coupling constants in 5-substituted furfurals. Author is Rodriguez, M.; Gra Rios, Rafael.

The coupling constants between 13C and H were obtained from the PMR spectra of 5 substituted furfurals in 3M solutions in Me2SO. The charge ds. were calculated by using the Pariser Parr-Pople method. Good correlations were found for the chem. shifts for the H atom except for the 3 position. Therefore in positions 4 and α, the chem. shifts depend mainly of the π-electron d., whereas for the 3 position, the mesomeric effect of the substituent may be neglected. For the coupling constants there is a linear relation between JC13-Hα, JC13-H3 and the McDaniel and Brown (1958) constants σp and σm resp. For JC13-H4 vs. σp, the correlation is poor. The linear correlation between JC13-H3 and the chem. shifts for the H in position 3 implies that the chem. shifts in the 3 position are determined by electronic factors, mainly by variations in the σ-electron d.

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

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 Proton-acceptor capacity of aromatic and heterocyclic carbonyl compounds at the hydrogen bond formation stage. II. 5-Substituted furfurals, published in 1982-05-31, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, Recommanded Product: 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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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: 4-Methyl-6-(methylthio)pyrimidin-2-ol( cas:16710-11-5 ) is researched.Application of 16710-11-5.Felczak, Krzysztof; Drabikowska, Alicja; Vilpo, Juhani A.; Kulikowski, Tadeusz; Shugar, David published the article 《6-Substituted and 5,6-Disubstituted Derivatives of Uridine: Stereoselective Synthesis, Interaction with Uridine Phosphorylase, and in Vitro Antitumor Activity》 about this compound( cas:16710-11-5 ) in Journal of Medicinal Chemistry. Keywords: structure activity nucleoside antitumor phosphorylase substrate; uridine preparation antitumor cytotoxicity phosphorylase substrate; nucleoside preparation antitumor cytotoxicity phosphorylase substrate. Let’s learn more about this compound (cas:16710-11-5).

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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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: 5-Iodo-2-furaldehyde(SMILESS: IC1=CC=C(O1)C=O,cas:2689-65-8) is researched.HPLC of Formula: 1569-17-1. The article 《Preparation and properties of 3,5-disubstituted rhodanines》 in relation to this compound, is published in Revista sobre los Derivados de la Cana de Azucar. Let’s take a look at the latest research on this compound (cas:2689-65-8).

3-Benzyl-5-furfurylidenerhodanines I (R = H, Cl, Br, I) were prepared by condensation of 3-benzylrhodanine (II) with furfural or its 5-halo derivatives in AcOH-AcONa. II was prepared by treatment of PhCH2NH2 with CS2 and KOH, condensation of the resulting PhCH2NHCS2K with ClCH2CO2K, and cyclization in the presence of concentrated HCl.

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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 《1,8-Naphthyridines. I. Derivatives of 2- and 4-methyl-1,8-naphthyridines》. Authors are Brown, Ellis V..The article about the compound:4-Methyl-1,8-naphthyridinecas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1).HPLC of Formula: 1569-17-1. Through the article, more information about this compound (cas:1569-17-1) is conveyed.

2-Methyl-1,8-naphthyridine has been prepared by a series of reactions starting with 2-methyl-5-hydroxy-1,8-naphthyridine-6-carboxylic acid and compared with the known 4-methyl-1,8-naphthyridine. The compound previously thought to be 2-methyl-4-hydroxy-7-amino-l,8-naphthyridine has been shown to be 2-hydroxy-4-methyl-7-amino-1,8-naphthyridine by conversion to 4-methyl-1,8-naphthyridine. A new ring closure has furnished 2-methyl-7-amino-1,8-naphthyridine and, in addition, 2-amino-5-methyl-1,8-naphthyridine and 2-methyl-5-amino-1,8-naphthyridine have been prepared by other means.

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Reference:
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 Structure and properties of heterocyclic compounds and complexes. III. Conformations of substituted furfurals studied by dipole moments and Kerr effect methods. Author is Osipov, O. A.; Sheinker, V. N.; Kuzharov, A. S.; Nazarova, Z. N.; Derecha, E. G.; Bulgarevich, S. B..

Conformational equilibrium of 3-bromo-, 5-bromo-, 4,5-dibromo-, 3-methyl-, 5-methyl-, 5-iodo-, and 5-nitro-2-furaldehyde were determined Substituent repulsion energy played a significant role in determining relative conformational stabilities.

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

Application In Synthesis 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 Photochemical behavior of halogenoheterocyclic derivatives. The alternative between arylation and dehalogenation reactions. Author is D’Auria, Maurizio.

Semiempirical calculations on the transient intermediates involved in the irradiation of haloheterocyclic compounds showed that the difference between the heat of formation of the substrates and that of the radical intermediates derived from cleavage of the C-X bond can be a useful parameter to justify the observed chem. behavior towards arylation or dehalogenation.

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

Electric Literature of C6H8N2OS. 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: 4-Methyl-6-(methylthio)pyrimidin-2-ol, is researched, Molecular C6H8N2OS, CAS is 16710-11-5, about Bis-s-triazolo[1,5-a:1′,5′-c]pyrimidine and some simple derivatives.

A general synthetic route to the new tricyclic system bis-s-triazolo[1,5-a:1′,5′-c]pyrimidine is reported. Thus the parent heterocycle (I; R = R1 = H) is prepared from the key bicyclic intermediate, s-triazolo[18k-c]pyrimidin-5-ylamine, through the 5-dimethylaminomethyleneamino, 5-hydroxyaminomethyleneamino and 5-acetoxyaminomethyleneamino derivatives, followed by final cyclization. I (R = H, Me, R1 = H, Me, Ph) are prepared similarly. Structures are confirmed by NMR spectra.

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