Category: naphthyridine

HPLC of Formula: 91523-50-1. 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: 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, is researched, Molecular C10H11NO3, CAS is 91523-50-1, about Synthesis and murine antineoplastic activity of bis[carbamoyloxymethyl] derivatives of pyrrolo[2,1-a]isoquinoline.

The title compounds I (R = Me2CH, cyclohexyl, R1 = MeO; R = Me, Et, cyclohexyl, R1 = H) were prepared I (R1 = MeO) were prepared from m-(PhCH2O)C6H4CHO via phenolic cyclization of m-HOC6H4CH2CH2NH2 with glyoxylic acid to give the isoquinoline II, which underwent cyclization with MeO2CCCCO2Me to give the pyrroloisoquinoline III. All I had P 388 lymphocytic activity. I (R = Me2CH, R1 = MeO) was tested in an expanded tumor panel and was shown to be active against B16 melanocarcinoma, CD8F1 mammary, L1210 lymphoid leukemia, colon 38, and MX-1 human tumor breast xenograft systems.

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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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Derivatives of the ethyl ester of (α-cyanofurylacrylic acid)..Product Details of 2689-65-8.

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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1,8-Naphthyridine – Wikipedia,
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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 Site-Selective C-S Bond Formation at C-Br over C-OTf and C-Cl Enabled by an Air-Stable, Easily Recoverable, and Recyclable Palladium(I) Catalyst, the main research direction is carbon sulfur bond formation palladium catalyst aryl halide thiolation; chemoselectivity; dinuclear catalysis; homogeneous catalysis; palladium; thiolation.Category: naphthyridine.

This report widens the repertoire of emerging PdI catalysis to carbon-heteroatom, i.e., C-S bond formation. While Pd0-catalyzed protocols may suffer from the formation of poisonous sulfide-bound off-cycle intermediates and lack of selectivity, the mechanistically diverse PdI catalysis concept circumvents these challenges and allows for C-S bond formation (S-aryl and S-alkyl) of a wide range of aryl halides. Site-selective thiolations of C-Br sites in the presence of C-Cl and C-OTf were achieved in a general and a priori predictable fashion. Computational, spectroscopic, x-ray, and reactivity data support dinuclear PdI catalysis to be operative. Contrary to air-sensitive Pd0, the active PdI species was easily recovered in the open atm. and subjected to multiple rounds of recycling.

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1,8-Naphthyridine – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Action of Methyl Iodide and of Benzyl Chloride upon 2-Oxy-4-methyl-6-methylmercaptopyrimidine》. Authors are Wheeler, Henry L.; Mcfarland, David F..The article about the compound:4-Methyl-6-(methylthio)pyrimidin-2-olcas:16710-11-5,SMILESS:CSC1=NC(O)=NC(C)=C1).Application In Synthesis of 4-Methyl-6-(methylthio)pyrimidin-2-ol. Through the article, more information about this compound (cas:16710-11-5) is conveyed.

2-Methylmercapto-4-methyl-6-chloropyrimidine, C6H7N2ClS, was made from the oxypyrimidine and PCl5, b32-5 147°, m. 39-40°. This with KSH gave 2-methylmercapto-4-methyl-6-thiopyrimidine, C6H8N2S2, m. 214°, heating at 215-23° gave 2,6-dithio-4-methyluracil. Boiling the mercapto compound with HCl formed 6-thio-4-methyluracil, C6H6ON2S, prisms decompose above 250°, which with NaOH and MeI gives 2-oxy-4-methyl-6-methylmercaptopyrimidine, C6H8ON2S, needles, m. 174-5°. The mercaptopyrimidine with NaOH and PhCH2Cl yielded after treatment with HCl a mixture of 1-benzyl and 3-benzyluracil. The methylation of 2-oxy-4-methyl-6-methylmercaptopyrimidine gave 2-oxy-3,4-dimethyl-6-methylmercaptopyrimidine, C7H10ON2S, m. 170-1° and probably the 1,4-dimethyl product not isolated. 2-Oxy-4-methyl-6-o-nitrobenzylmercaptopyrimidine, m. 205°. 2-Oxy-4-methyl-6-m-dinitrophenylmercaptopyrimidine, m. 208°.

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

Application of 2689-65-8. 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: 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.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Syntheses of naphthyridine derivatives. IV. Syntheses of 1,8-naphthyridines and their hydrogenation》. Authors are Miyagi, Komei.The article about the compound:4-Methyl-1,8-naphthyridinecas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1).Product Details of 1569-17-1. Through the article, more information about this compound (cas:1569-17-1) is conveyed.

Heating 10 g. 2,6-diaminopyridine (I) and 14 g. freshly distilled AcCH2CO2Et at 145-50° 2 h. and taking up with alc. gives 6.5 g. solid, 5 g. of which is taken up in 60 mL. 33% H2SO4, ice-cooled, 3 g. saturated NaNO2 solution added, the mixture let stand 1 h., poured into 150 mL. boiling water, filtered after cooling, the product taken up in hot aqueous NaOH, filtered after cooling, and acidified with HCl, giving 2,7-dihydroxy-4-methyl-1,8-naphthyridine (II), white needles, m. above 350°. I and AcCH2COMe (equimol. amounts) do not condense on heating up to 135°; addition of ZnCl2 and heating at 120-30° 3 h. gives a solid product, which, treated with NaOH, taken up with CHCl3, and extracted with AcOEt, yields 2,4-dimethyl-7-amino-1,8-naphthyridine (III), columns, m. 220°; III with HNO2 gives the 7-HO analog (IV), columns, m. 251°. Heating IV and POCl3 in a sealed tube at 140° 30 min., decomposing with ice, and treating with NaOH to pH 8 gives the 7-Cl analog (V), needles, m. 146-7°. Dehalogenation by catalytic hydrogenation of V in MeOH-KOH with Pd-C gives the 5,6,7,8-tetrahydride (VI), needles, m. 118°, and with Pd-CaCO3 2,4-dimethyl-1,8-naphthyridine (VII), needles, m. 85-6°. Boiling of V with MeONa-MeOH 30 min., removing the MeOH, adding water, taking up with AcOEt, and recrystallizing from petr. ether gives the 7-MeO compound (VIII), prisms, m. 65°; picrate, columns, m. 188-9°. Treating II with POCl3 in a sealed tube at 150° 20 min., pouring on ice, making alk. with NaOH, and recrystallizing from Me2CO give 2,7-dichloro-4-methyl-1,8-naphthyridine (IX), columns, m. 194°. Catalytic dehalogenation of IX with Pd-CaCO3 gives ether-petr. ether insoluble and soluble portions; the insoluble portion gives a mono-Cl derivative, needles, m. 104°; the soluble portion gives 4-methylnaphthyridine (X), b0.05 130-40° (picrate, columns, m. 207°). Tetrahydride of VII, columns, m. 118° (picrate, columns, m. 207°; acetate, white, m. 42-3°). Catalytic reduction of 4-methyl-1,8-naphthyridine with PtO gives a petr. ether-insoluble portion, m. 102-3°, and a soluble portion, m. 62-3°, both tetrahydrides.

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

Application In Synthesis of 5-Iodo-2-furaldehyde. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Evaluation of the reactivity of furan series aldehydes in catalytic acetalation. Author is Zelikman, Z. I.; Pogrebnaya, V. L.; Kul’nevich, V. G..

First order rate constants, k, are given for the formation, at 80°, of acetals between BuOH, trimethylolethane, trimethylolpropane, or pentaerythritol dichloranhydride and furfuraldehyde or 5-methyl-, chloro-, bromo-, iodo-, or nitrofurfuraldehyde. For equimolar reactant ratios, a 1st order relation is obtainable even though the reaction appears to be bimol. in nature. Velocities increase in the order: Me < Cl < Br < I < NO2, and decrease with increasing size and weight of the polyol. In a given solvent, a linear dependence is noted between the k-band in the absorption spectrum of the aldehyde and the rate constant for the reaction with a given alc., indicating that prediction of rate constants may be feasible by this means. There are many compounds similar to this compound(2689-65-8)Application In Synthesis of 5-Iodo-2-furaldehyde. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

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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 《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).Name: 4-Methyl-1,8-naphthyridine. 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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1,8-Naphthyridine – Wikipedia,
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Quality Control of 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone, is researched, Molecular C7H8BrNO, CAS is 65438-97-3, about Pyrrole analogues of chloramphenicol. I. Synthesis and antibacterial activity of dl-threo-1-(1-methyl-4-nitro-pyrrole-2-yl)-2-dichloroacetamidopropane-1,3-diol. Author is Krajewska, Dorota; Dabrowska, Marta; Jakoniuk, Piotr; Rozanski, Andrzej.

The seven step synthesis of the title pyrrole analog (I) of chloramphenicol was described. The compound exhibits a significant antibacterial activity, over the 12-50% range of the chloramphenicol activity.

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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).Name: 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 quantitatively on standing 48 hrs. 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 analysis of these compounds Refluxing 35 g. 5-bromofurfural with 35 g. KI and 180 ml. AcOH 1 hr., 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 hrs. 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 hrs. gave 48.2% 5-iodo 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