Month: April 2022

Safety of 5-Iodo-2-furaldehyde. 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 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..

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 natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1569-17-1, is researched, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2Journal, Journal of Heterocyclic Chemistry called Naphthyridine chemistry. VIII. Mass spectra of the 1,x-naphthyridines and some of their methyl derivatives, Author is Paudler, William W.; Kress, Thomas J., the main research direction is NAPHTHYRIDINES; MASS SPECTRA NAPHTHYRIDINES; QUINOLINE.Product Details of 1569-17-1.

The mass spectra of the four parent 1,x-naphthyridines, the 2-, 3-, and 4-monomethyl-1,5-, 1,6-, and 1,8-naphthyridines, seven dimethyl-1,8-naphthyridines, and one trimethyl-1,8-naphthyridine are reported. Evidence for an azatropylium ion intermediate in the fragmentation of the methyl compounds is presented. The fragmentation modes of the naphthyridines are similar to those for the quinolines in addition to several new processes.

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

Magee, Thomas V.; Ripp, Sharon L.; Li, Bryan; Buzon, Richard A.; Chupak, Lou; Dougherty, Thomas J.; Finegan, Steven M.; Girard, Dennis; Hagen, Anne E.; Falcone, Michael J.; Farley, Kathleen A.; Granskog, Karl; Hardink, Joel R.; Huband, Michael D.; Kamicker, Barbara J.; Kaneko, Takushi; Knickerbocker, Michael J.; Liras, Jennifer L.; Marra, Andrea; Medina, Ivy; Nguyen, Thuy-Trinh; Noe, Mark C.; Obach, R. Scott; O’Donnell, John P.; Penzien, Joseph B.; Reilly, Usa Datta; Schafer, John R.; Shen, Yue; Stone, Gregory G.; Strelevitz, Timothy J.; Sun, Jianmin; Tait-Kamradt, Amelia; Vaz, Alfin D. N.; Whipple, David A.; Widlicka, Daniel W.; Wishka, Donn G.; Wolkowski, Joanna P.; Flanagan, Mark E. published the article 《Discovery of Azetidinyl Ketolides for the Treatment of Susceptible and Multidrug Resistant Community-Acquired Respiratory Tract Infections》. Keywords: antibacterial azetidinyl ketolide preparation structure activity respiratory tract infection; crystal structure antibacterial azetidinyl ketolide preparation structure activity.They researched the compound: 4-Methyl-1,8-naphthyridine( cas:1569-17-1 ).Related Products of 1569-17-1. 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:1569-17-1) here.

Respiratory tract bacterial strains are becoming increasingly resistant to currently marketed macrolide antibiotics. The current alternative telithromycin (1) from the newer ketolide class of macrolides addresses resistance but is hampered by serious safety concerns, hepatotoxicity in particular. We have discovered a novel series of azetidinyl ketolides that focus on mitigation of hepatotoxicity by minimizing hepatic turnover and time-dependent inactivation of CYP3A isoforms in the liver without compromising the potency and efficacy of 1.

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

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

HPLC of Formula: 1569-17-1. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Naphthyridine chemistry. VIII. Mass spectra of the 1,x-naphthyridines and some of their methyl derivatives. Author is Paudler, William W.; Kress, Thomas J..

The mass spectra of the four parent 1,x-naphthyridines, the 2-, 3-, and 4-monomethyl-1,5-, 1,6-, and 1,8-naphthyridines, seven dimethyl-1,8-naphthyridines, and one trimethyl-1,8-naphthyridine are reported. Evidence for an azatropylium ion intermediate in the fragmentation of the methyl compounds is presented. The fragmentation modes of the naphthyridines are similar to those for the quinolines in addition to several new processes.

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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.Related Products of 2689-65-8. The article 《Studies in the area of furan acetal compounds. VIII. Synthesis of (2-furyl)di(acetamido)methanes》 in relation to this compound, is published in Khimiya Geterotsiklicheskikh Soedinenii. Let’s take a look at the latest research on this compound (cas:2689-65-8).

Furfurylidenebisacetamides (I, R = H, Me, Br) were obtained in 38-50% yields by condensation of AcNH2 with the corresponding 2-furaldehyde in C6H6 containing KU-2. 2-Furyl-1,3-dioxepanes (II, R = H, Me, Br, I, NO2) were obtained in 70-8% yields by boiling HO(CH2)4OH with the corresponding 2-furaldehyde in C6H6 containing KU-2.

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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 《Catalytic hydrogenation of coumarone》. Authors are Shuikin, N. I.; Dmitriev, I. I.; Dobrynina, T. P..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Related Products of 2689-65-8. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Hydrogenation of coumarone (I) was carried on by the method and with the catalysts previously described (C. A. 33, 1316.1-2). Under all the conditions used the reaction is accompanied by partial cleavage of the furan ring and the formation of 2-ethylcyclohexanol (II) and β-cyclohexylethyl alc. (III). Passing I with H over Pd deposited on asbestos at 175° formed up to 80% octahydrocoumarone (IV), II and some III. In a similar reaction with the Ni catalyst the yield of II was increased to about 50% and that of IV reduced to 21-2%. The liquid-phase hydrogenation of I in EtOH at 20-50° and atm. pressure in the presence of Pt black and platinized charcoal proceeds analogously, but with the intermediate formation of coumaran (2,3-dihydrobenzofuran). IV, b750 170-2°, d420 0.9636, nD20 1.4683, M. R. 36.4. II, b756 182-4°, d420 0.9214, nD20 1.4631, M. R. 38.31. III, b756 203-6°, d420 0.9162, nD20 1.4643.

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

Related Products of 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 Thermographic study of the reaction of primary aryl amines with 5-halofurfurals. Author is Tovmas’yan, I. K.; Lyutkin, N. I.; Myasnikova, T. P..

Thermograms of the reaction of 5-halofurfural with primary aryl amines were studied. The 1st macrostage corresponded to the formation of 5-halofurfurylidenearyl amines, the 2nd stage to N-[5-arylaminofurfurylidene]arylamine. Effect of substitutes in amine and aldehyde components on the 1st and the 2nd reaction stages was comparatively analyzed from the thermogram data.

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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.Electric Literature of C5H3IO2.Lauzardo, N.; Mocelo, R.; Padron, G.; Buttner, J.; Fanghaner, F. published the article 《Comparative study by mass spectrometry of the fragmentation of 5-substituted furfurals》 about this compound( cas:2689-65-8 ) in Ciencias, Serie 3: Quimica. Keywords: furfural fragmentation mass spectra; methylfurfural fragmentation pathway; chlorofurfural fragmentation pathway; bromofurfural fragmentation pathway; iodofurfural fragmentation pathway; nitrofurfural fragmentation pathway; carbomethoxyfurfural fragmentation pathway; carboxyfurfural fragmentation pathway; substituent furfural mass spectra. Let’s learn more about this compound (cas:2689-65-8).

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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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: 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, is researched, Molecular C10H11NO3, CAS is 91523-50-1, about A biocatalytic redox cascade approach for one-pot deracemization of carboxyl-substituted tetrahydroisoquinolines by stereoinversion.Application of 91523-50-1.

Optically pure 1,2,3,4-tetrahydroisoquinoline carboxylic acids are important chiral building blocks in the pharmaceutical and fine chem. industries. However, the existing chemo-enzymic deracemization method employing D-amino acid oxidase from Fusarium solani M-0718 (FsDAAO) suffers from the requirement for a large excess of a nonselective chem. reducing agent. To explore an alternative method, we envisaged a concurrent biocatalytic oxidation and reduction cascade in one pot. Herein, we report a novel biocatalytic route for the asym. reduction of 3,4-dihydroisoquinoline-1-carboxylic acids employing Δ1-piperidine-2-carboxylate/Δ1-pyrrolidine-2-carboxylate reductase from Pseudomonas putida KT2440 (PpDpkA) as a biocatalyst, yielding the corresponding (S)-1-carboxyl-substituted tetrahydroisoquinolines with high conversions and enantiomeric excess (>99% ee). By combining FsDAAO and PpDpkA in one pot, a fully biocatalytic method was demonstrated for the deracemization of a range of racemic 1-carboxyl substituted tetrahydroisoquinolines to produce the corresponding (S)-enantiomers with >99% conversions and >99% ee. Furthermore, preparative-scale biotransformation of racemic 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid gave the (S)-enantiomer with 89% isolated yield and >99% ee. Taken together, we provide an enantioselective biocatalytic redox cascade method for the one-pot synthesis of enantiopure 1,2,3,4-tetrahydroisoquinoline carboxylic acids.

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