Month: April 2022

Name: 5-Iodo-2-furaldehyde. 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 Copper-Mediated Fluoroalkylation of Aryl Iodides Enables Facile Access to Diverse Fluorinated Compounds: The Important Role of the (2-Pyridyl)sulfonyl Group. Author is Zhao, Yanchuan; Gao, Bing; Ni, Chuanfa; Hu, Jinbo.

The (2-pyridyl)sulfonyl group was found to be a multifunctional group in the preparation of structurally diverse fluorinated products. It not only facilitates the copper-mediated (or catalyzed) cross-coupling reaction between α-fluoro sulfone and aryl iodides, but also enables further transformations of the coupling products.

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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 《Halogen-substituted products of furfural》. Authors are Scheibler, Helmuth; Jeschke, Johannes; Beiser, Willy.The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Reference of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Furfural diacetate (I) and Br in CHCl3 give 10% of sym-bromofurfural (2-bromo-5-formylfuran), b16 112°, m. 85°; PhNH2 in 50% AcOH gives a characteristic orange-red color; oxime, m. 101°; semicarbazone, m. 215° (corrected, decomposition); phenylhydrazone, m. 80-5°. The di-Et acetal and diacetate could not be prepared Concentrated EtOH-KOH gives bromopyromucic acid. Improved directions are given for the preparation of tetraiodofuran (67% yield). I in AcOH and Hg(OAc)2 give 82% of a trimercuriacetate compound, containing free Hg(OAc)2 which cannot be removed without decomposition of the Hg compound With 0.35% EtOH-HCl there results 86% of the trimercurichloride, which reacts with I in Et2O to give, among other products, sym-iodofurfural, m. 110°.

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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: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Zbornik Prac Chemickotechnologickej Fakulty SVST called Furan derivatives. LXXVIII. Condensation of 4-nitrobenzyl dichloromethyl sulfone with furfurals, Author is Jurasek, A.; Kovac, J.; Nemlahova, J., the main research direction is condensation nitrobenzyl chloromethyl sulfone furfural; furylnitrophenylvinyl sulfone; vinyl sulfone furylnitrophenyl.Synthetic Route of C5H3IO2.

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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1,8-Naphthyridine – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Practical Intermolecular Hydroarylation of Diverse Alkenes via Reductive Heck Coupling, published in 2018-10-05, which mentions a compound: 2689-65-8, mainly applied to alkene aryl iodide reductive Heck hydroarylation palladium; alkylarene regioselective preparation; palladium reductive Heck hydroarylation catalyst; Heck reaction; alkenes; hydroarylation; palladium; regioselectivity, Synthetic Route of C5H3IO2.

The hydroarylation of alkenes is an attractive approach to construct carbon-carbon (C-C) bonds from abundant and structurally diverse starting materials. A palladium-catalyzed reductive Heck hydroarylation of aliphatic and heteroatom-substituted terminal alkenes and select internal alkenes with an array of (hetero)aryl iodides, is reported. The reaction is anti-Markovnikov selective with terminal alkenes and tolerates a wide variety of functional groups on both the alkene and (hetero)aryl coupling partners. Addnl., applications of this method to complex mol. diversifications are demonstrated. Mechanistic experiments are consistent with a mechanism in which the key alkylpalladium(II) intermediate is intercepted with formate and undergoes a decarboxylation/C-H reductive elimination cascade to afford the saturated product and turn over the cycle.

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1,8-Naphthyridine – Wikipedia,
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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.Name: 5-Iodo-2-furaldehyde.Wu, Qing-Feng; Shen, Peng-Xiang; He, Jian; Wang, Xiao-Bing; Zhang, Forrest; Shao, Qian; Zhu, Ru-Yi; Mapelli, Claudio; Qiao, Jennifer X.; Poss, Michael A.; Yu, Jin-Quan published the article 《Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation》 about this compound( cas:2689-65-8 ) in Science (Washington, DC, United States). Keywords: enantioselective arylation alkenylation alkynylation isobutyric acid amide organic iodide. Let’s learn more about this compound (cas:2689-65-8).

The enzymic β-C-H hydroxylation of the feedstock chem. isobutyric acid has enabled the asym. synthesis of a wide variety of polyketides. The analogous transition metal-catalyzed enantioselective β-C-H functionalization of isobutyric acid-derived substrates should provide a versatile method for constructing useful building blocks with enantioenriched α-chiral centers from this abundant C-4 skeleton. However, the desymmetrization of ubiquitous iso-Pr moieties by organometallic catalysts has remained an unanswered challenge. Herein, the authors report the design of chiral mono-protected aminomethyl oxazoline ligands that enable desymmetrization of iso-Pr groups via palladium insertion into the C(sp3)-H bonds of one of the prochiral Me groups. We detail the enantioselective β-arylation, -alkenylation, and -alkynylation of isobutyric acid/2-aminoisobutyric acid derivatives, which may serve as a platform for the construction of α-chiral centers.

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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: 91523-50-1, is researched, SMILESS is OC(=O)C1NCCC2=C1C=CC(O)=C2, Molecular C10H11NO3Journal, Asian Pacific Journal of Tropical Biomedicine called Gas chromatography mass spectrometry analysis and in vitro antibacterial activity of essential oil from Trigonella foenum-graecum, Author is Moniruzzaman; Shahinuzzaman; Haque, Ahsanul; Khatun, Rahima; Yaakob, Zahira, the main research direction is gas chromatog mass spectrometry antibacterial essential oil Trigonella.Safety of 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid.

Objective: To evaluate the antibacterial activity of essential oil from Trigonella foenum-graecum seeds powder, and identify the compounds from the extracted oil. Methods: The seeds powder of Trigonella foenum-graecum was subjected to Clevenger extractor. Seven strains of bacteria were used to test antibacterial activity of the extract The activity against bacteria was tested by disk diffusion method using Whatman Number1 filter paper. Gas chromatog. mass spectrometry anal. was performed with an Agilent7890/5975B-gas chromatog./mass selective detector. Results: The hydrodistillation of seeds powder yielded 0.285% (v/w) of oil. Disk diffusion of the oil showed bactericidal activity against both Gram neg. and Gram pos. bacteria of lasted strains. The inhibition zone ranged from (8 ± 0) mm to (15.0 ± 0.7) mm depending on microbial strains. Gas chromatog. mass spectrometry anal. showed 14 different compounds The total compounds represented 80.96% of the oil. Conclusions: The antibacterial activity is due to the effects of different biol. active compounds present in the extract Identification of the compounds may help to develop new effective antimicrobial agent(s). Further researches on purification, characterization and toxicol. of the active compounds are needed.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction, published in 2019-02-15, which mentions a compound: 2689-65-8, mainly applied to fluoromethylacrylate synthesis palladium catalyzed Mizoroki Heck; coumarin fluoromethyl synthesis, SDS of 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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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Dipole moments of some furfural derivatives, published in 1962, which mentions a compound: 2689-65-8, mainly applied to , Reference of 5-Iodo-2-furaldehyde.

The following values of dipole moments (in D.) were determined from the dielec. data in C6H6 at 25°: furfural 3.56; 5-bromofurfural 3.37; 5-iodofurfural 3.29; 5-chiorofurfural 3.37; 5-nitrofurfural 3.46; 5-nitrofurfurylidene diacetate 4.26; the following values were found in dioxane: furfural 3.6, 5-iodofurrural 3.39. The results indicate that free rotation of the CHO group in furfural and its 5-halo derivatives is restricted and the mols. exist mainly in a conformation with the CHO-oxygen atom disposed toward the ring O atom.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Dipole moments of some furfural derivatives》. Authors are Kova-lenko, K. N.; Minkin, V. I.; Nazarova, Z. N.; Kazachenko, D. V..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Quality Control of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

The following values of dipole moments (in D.) were determined from the dielec. data in C6H6 at 25°: furfural 3.56; 5-bromofurfural 3.37; 5-iodofurfural 3.29; 5-chiorofurfural 3.37; 5-nitrofurfural 3.46; 5-nitrofurfurylidene diacetate 4.26; the following values were found in dioxane: furfural 3.6, 5-iodofurrural 3.39. The results indicate that free rotation of the CHO group in furfural and its 5-halo derivatives is restricted and the mols. exist mainly in a conformation with the CHO-oxygen atom disposed toward the ring O atom.

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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 《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).Safety of 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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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem