Month: April 2022

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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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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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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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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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: 91523-50-1, is researched, Molecular C10H11NO3, about Synthesis and murine antineoplastic activity of bis[carbamoyloxymethyl] derivatives of pyrrolo[2,1-a]isoquinoline, the main research direction is pyrroloisoquinoline biscarbamoyloxymethyl; biscarbamoyloxymethylpyrroloisoquinoline preparation antineoplastic; cyclization glyoxylic acid hydroxyphenethylamino.Computed Properties of C10H11NO3.

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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Chen, Bing-Zhi; Zhi, Man-Ling; Wang, Chuang-Xin; Chu, Xue-Qiang; Shen, Zhi-Liang; Loh, Teck-Peng published the article 《Synthesis of Alkyl Indium Reagents by Using Unactivated Alkyl Chlorides and Their Applications in Palladium-Catalyzed Cross-Coupling Reactions with Aryl Halides》. Keywords: alkyl chloride substrate alkylindium reagent; palladium catalyzed cross coupling aryl halide alkylindium.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Application of 2689-65-8. 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:2689-65-8) here.

An efficient method for the preparation of alkyl indium reagents by using unactivated and cheap alkyl chlorides as substrates in the presence of indium and LiI was developed. The thus-formed alkyl indium species effectively underwent palladium-catalyzed cross-coupling reactions with aryl halides with wide functional group tolerance.

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Kalinin, V. N.; Pashchenko, D. N.; Phan Minh She published the article 《Palladium-catalyzed synthesis of 4-heteroaryl and 4-alkynyl-substituted sydnones. 5-Oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylzinc chloride》. Keywords: palladium catalyzed coupling oxidophenyloxadiazoliumylcopper heteroaryl iodide; alkynyl bromide palladium catalyzed coupling oxidophenyloxadiazoliumylcopper; oxidophenyloxadiazoliumylzinc chloride preparation reactivity; sydnone heteroaryl alkynyl.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Safety of 5-Iodo-2-furaldehyde. 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:2689-65-8) here.

A general method is suggested for the synthesis of 4-heteroaryl- and 4-alkynyl-3-Ph sydnones by palladium(0)-catalyzed cross-coupling of 5-oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylcopper (I, R = Cu) with heteroaryl iodides and alkynyl bromides. Thus, I (R = H) was treated sequentially with BuLi, CuBr, and then 2-iodopyridine and Pd(PPh3)4 in THF-C6H6 to give 85% I (R = 2-pyridyl). 5-Oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-ylzinc chloride (I, R = ZnCl) was synthesized and found to be significantly less reactive than I (R = Cu) and was successfully coupled only with p-iodonitrobenzene and β-bromostyrene.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis and spectral properties of 2-(5-R-2-furylmethylene)-3-oxobutanenitriles, the main research direction is furylmethyleneoxobutanenitrile; butanenitrile furylmethylene; condensation furaldehyde aminobutenenitrile; substituent effect conjugation furylethylene system; LFER furylmethyleneoxobutanenitrile; structure property furylmethyleneoxobutanenitrile.Safety of 5-Iodo-2-furaldehyde.

Substituted 2-(5-R-2-furylmethylene)-3-oxobutanenitriles I (R = H, halo, Ph, etc.) were obtained by condensation of the corresponding 5-R-2-furaldehydes II with 3-amino-2-butenenitrile in acid medium. Relation between the structure and spectral properties (NMR, IR, UV, MS) is presented and the influence of substituents in position 5 of the furan ring on the conjugated 2-furylethylene system is discussed.

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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 Synthesis of Alkyl Indium Reagents by Using Unactivated Alkyl Chlorides and Their Applications in Palladium-Catalyzed Cross-Coupling Reactions with Aryl Halides.HPLC of Formula: 2689-65-8.

An efficient method for the preparation of alkyl indium reagents by using unactivated and cheap alkyl chlorides as substrates in the presence of indium and LiI was developed. The thus-formed alkyl indium species effectively underwent palladium-catalyzed cross-coupling reactions with aryl halides with wide functional group tolerance.

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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 97739-46-3. The article 《Topoisomerase IIα poisoning and DNA double-strand breaking by chiral ruthenium(II) complexes containing 2-furanyl-imidazo[4,5-f][1,10]phenanthroline derivatives》 in relation to this compound, is published in Dalton Transactions. Let’s take a look at the latest research on this compound (cas:2689-65-8).

Four chiral Ru(II) complexes bearing furan ligands, Δ/Λ-[Ru(bpy)2(pocl)]2+ (Δ/Λ-1) and Δ/Λ-[Ru(bpy)2(poi)]2+ (Δ/Λ-2) (bpy = 2,2′-bipyridine, pocl = 2-(5-chlorofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline, poi = 2-(5-5-iodofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline), were synthesized and characterized. These Ru(II) complexes showed antitumor activities against HeLa, A549, HepG2, HL-60 and K562 tumor cell lines, especially the HL-60 tumor cell line. Moreover, Δ-2 was more active than other complexes accounting for the different cellular uptakes. In addition, Δ-2 could accumulate in the nucleus of HL-60 cells, suggesting that nucleic acids were the cellular target of Δ-2. Topoisomerase inhibition tests in vitro and in living cells confirmed that the four complexes acted as efficient topoisomerase IIα poisons, DNA double-strand breaks had also been observed from neutral single cell gel electrophoresis (comet assay). Δ-2 inhibited the growth of HL-60 cells through the induction of apoptotic cell death, as evidenced by the Alexa Fluor 488 annexin V staining assays. The results demonstrated that Δ-2 acted as a topoisomerase IIα poison and caused DNA double-strand damage that could lead to apoptosis.

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