Day: April 8, 2022

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: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Tandem Double-Cross-Coupling/Hydrothiolation Reaction of 2-Sulfenyl Benzimidazoles with Boronic Acids.Electric Literature of C5H7Br.

A new tandem palladium-catalyzed reaction involving a Suzuki-Miyaura coupling, a desulfenylative coupling, and a hydrothiolation of a triple bond is reported. Notably, the desulfenylative coupling occurs without copper(I) assistance and the hydrothiolation is totally regioselective and stereoselective. The overall process results in the double incorporation of the boronic acid and the reincorporation of the sulfenyl moiety into the product structure. Starting from 2-(bromobenzylsulfenyl)-1-propargyl benzimidazoles, the transformation led to variously substituted benzimidazoles bearing a stereodefined alkenyl sulfide.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates.Recommanded Product: 16400-32-1.

We report a Ni-catalyzed diborylative cyclization of enynes that affords carbo- and heterocycles containing both alkyl- and alkenylboronates. The reaction is fully atom-economical, shows a broad scope, and employs a powerful and inexpensive catalytic Ni-based system. The reaction mechanism seems to involve activation of the enyne by Ni(0) through oxidative cyclometalation of the enyne prior to diboron reagent activation. An unprecedented dinuclear bis(organometallic) Ni(I) intermediate complex was isolated.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Recommanded Product: 1-(Bis(4-chlorophenyl)methyl)piperazine. 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: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and quantitative structure-activity relationships of antibacterial 1-(substituted benzhydryl)-4-(5-nitro-2-furfurylideneamino)piperazines.

Twelve title compounds I (R = H, 4-Cl, 3-Me, 3,4-Cl2, etc., R1 = H, Cl, Me) were prepared by treating the corresponding benzhydryl chloride with piperazine followed by nitrosation, reduction, and condensation with 5-nitro-2-furancarboxaldehyde. I were examined for in vitro antimicrobial activity. The compounds were active against Bacillus cereus 7, Bacillus megaterium 122, Bacillus subtilis 104, Clostridium perfringens 13, and the tetracycline-resistant Clostridium perfringens 37. Regression analyses on the antibacterial activity data based on the Hansch approach, using π, π2, and σ parameters, yielded several statistically significant correlation equations. 1-Benzhydryl-4-(5-nitro-2-furfurylideneamino)piperazine stopped the protein and DNA syntheses in C. perfringens 13, as indicated by precipitable radioactivity. The compound, however, showed no effect on the cell wall synthesis in the bacteria.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

COA of Formula: C5H7Br. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Metal-Free, Base-Promoted, Tandem Pericyclic Reaction: A One-Pot Approach for Cycloheptane-Annelated Chromones from γ-Alkynyl-1,3-Diketones. Author is Liang, Yi-En; Kan, Chih-Yu; Barve, Balaji D.; Kuo, Yao-Haur; Fang, Hsu-Wei; Li, Wen-Tai.

A microwave-assisted, base-promoted tandem cyclization reaction strategy has been developed for the synthesis of cyclohepta[b]chromones I (R1 = H, Me, MeO, Cl, Ph, 4-MeOC6H4; R2 = H, Me, MeO; R3 = H; R2R3 = CH:CHCH:CH; R4 = H, Me, Et; R5 = H; R6 = H, Me, n-Pr, cyclopropyl, n-hexyl) and spiro cyclohepta[b]chromones I [R1 = H, Cl, Me, 4-MeC6H4O; R2 = H, Me, MeO; R3 = H; R4R5 = (CH2)3, (CH2)4, (CH2)5; R6 = H, Me]. Readily accessible γ-alkynyl-1,3-diketones II (X = MeO, Cl, Br, I) underwent intramol. cyclization and 7-endo-trig carbocyclization to afford various cycloheptane-annelated chromones I in one-pot reactions. This metal-free protocol also led to the generation of polycyclic ring with a new C-C bond and a new C-O bond.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Quality Control of 1-(Bis(4-chlorophenyl)methyl)piperazine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and antiallergic activities of diphenylmethylpiperazine derivatives. Author is Wang, Lisheng; Jiang, Hongyu; Zhou, Yonghong; Liu, Baili; Ji, Zhizhong.

The diphenylmethylpiperazine derivatives were designed and synthesized to find high anti-allergic compounds Twenty-one compounds of 1-R3-4-[(4-R1-phenyl)(4-R2-phenyl)methyl]piperazine (R1 = H, Cl, F, methoxy, tert-Bu, or nitro; R2 = H, F, Cl, or tert-butyl; and R3 = Et, benzyl, Bu, octyl, cetyl, or dodecyl), among which 17 compounds were new ones, were designed and synthesized from benzophenone derivatives by reduction with Zn/NaOH, substitution reaction with piperazine, and substitution reaction with R3Br. Their structures were identified by IR, 1H-NMR spectral, and elemental anal. Some compounds were evaluated from two pharmacol. models of the delayed-type hypersensitivity response to 2,4-dinitrochlorobenzene (DNCB) in mice and vascular permeability reduced by histamine in mice. Two compounds (R1 = R2 = H and R3 = Bu or dodecyl) had high antiallergic effects on the delayed-type hypersensitivity, and 5 compounds (R1 = R2 = H, R3 = octyl, cetyl, or dodecyl; R1 = nitro or F, R2 = H or F, R3 = dodecyl) had high antihistamine activity. Antiallergic activity was stronger with longer carbon chains.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Recommanded Product: 16400-32-1. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Syntheses of methyl jasmonate and analogues. Author is Chapuis, Christian; Skuy, David; Richard, Claude-Alain.

This account corresponds to the presentation given by the main author on the occasion of the 2nd Swiss Industrial Symposium in Basel (Oct. 19th, 2018). After a short historical introduction to methyl-jasmonate and methyl-epijasmonate, it essentially focuses on the reported more promising industrial approaches devoted to the synthesis of these naturally occurring odorants isolated from jasmine flowers. Some attempts to simplify these approaches, as well as independent unreported strategies were also presented. Several asym. methodologies were also discussed such as Xie hydrogenation, Corey-CBS reduction, enzymic resolution, and 1,4-addition

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 97739-46-3, is researched, SMILESS is CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4, Molecular C16H21O3PJournal, Article, Research Support, Non-U.S. Gov’t, Organic & Biomolecular Chemistry called The synthesis of a series of adenosine A3 receptor agonists, Author is Broadley, Kenneth J.; Burnell, Erica; Davies, Robin H.; Lee, Alan T. L.; Snee, Stephen; Thomas, Eric J., the main research direction is uronamide nucleoside adenosine receptor synthesis coupling.Recommanded Product: 97739-46-3.

A series of 1′-(6-aminopurin-9-yl)-1′-deoxy-N-methyl-β-D-ribofuranuronamides that were characterized by 2-dialkylamino-7-methyloxazolo[4,5-b]pyridin-5-ylmethyl substituents on N6 of interest for screening as selective adenosine A3 receptor agonists, have been synthesized. This work involved the synthesis of 2-dialkylamino-5-aminomethyl-7-methyloxazolo[4,5-b]pyridines and analogs that were coupled with the known 1′-(6-chloropurin-9-yl)-1′-deoxy-N-methyl-β-D-ribofuranuronamide. The oxazolo[4,5-b]pyridines were synthesized by regioselective functionalization of 2,4-dimethylpyridine N-oxides. The regioselectivities of these reactions were found to depend upon the nature of the heterocycle with 2-dimethylamino-5,7-dimethyloxazolo[4,5-b]pyridine-N-oxide undergoing regioselective functionalization at the 7-Me group on reaction with trifluoroacetic anhydride in contrast to the reaction of 4,6-dimethyl-3-hydroxypyridine-N-oxide with acetic anhydride that resulted in functionalization of the 6-Me group. To optimize selectivity for the A3 receptor, 5-aminomethyl-7-bromo-2-dimethylamino-4-[(3-methylisoxazol-5-yl)methoxy]benzo[d]oxazole was synthesized and coupled with the 1′-(6-chloropurin-9-yl)-1′-deoxy-N-methyl-β-D-ribofuranuronamide. The products, e.g. I, were active as selective adenosine A3 agonists.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Reference of 1-Bromo-2-pentyne. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Isodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis. Author is Rochette, Etienne; Desrosiers, Vincent; Soltani, Yashar; Fontaine, Frederic-Georges.

The potential advantages of using arylboronic esters as B source in the C-H borylation are discussed. The concept is showcased by using com. available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes, using arylboronates as borylation agents. The catalysis shows a unique functional group tolerance among C-H borylation reactions, tolerating notably terminal alkene and alkyne functional groups. The computational study of the mechanism is also described.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 27469-61-0, is researched, Molecular C17H18Cl2N2, about Synthesis and Topical Antiinflammatory and Antiallergic Activities of Antioxidant o-Aminophenol Derivatives, the main research direction is antiinflammatory structure activity antioxidant aminophenol; antiallergy structure activity antioxidant aminophenol; inflammation inhibitor antioxidant aminophenol; allergy inhibitor antioxidant aminophenol.Formula: C17H18Cl2N2.

A series of o-aminophenol derivatives I, II, and III (R1, R2 = Ph, 4-ClC6H4, 4-FC6H4, R3 = H, Me, CHMe2, R4 = Me, CMe3, m, n = 2, 3) bearing H1-antihistaminic structures were prepared to develop novel compounds for topical use possessing antiallergic as well as antiinflammatory activities. The effects of I-III were investigated on lipid peroxidation in rat brain homogenates, antiinflammatory effect on arachidonic acid- and 12-O-tetradecanoylphorbol-13-acetate-induced mouse ear edema and antiallergic effect on 48-h homologous passive cutaneous anaphylaxis in rats. Furthermore, the effects of these compounds on delayed-type hypersensitivity reaction in mice were examined Several N-monosubstituted amino-4-methylphenols exert potent inhibitory activities in all of these assays. Of these compounds, I (R1 = R2= 4-FC6H4, R3 = H, R4 = Me, m = 3, n = 2) was chosen for further development as AD0261.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《New derivatives of 1,4-disubstituted piperazine》. Authors are Morren, H. G.; Denayer, R.; Linz, R.; Mathieu, J.; Strubbe, H.; Trolin, S..The article about the compound:1-(Bis(4-chlorophenyl)methyl)piperazinecas:27469-61-0,SMILESS:ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3).Recommanded Product: 1-(Bis(4-chlorophenyl)methyl)piperazine. Through the article, more information about this compound (cas:27469-61-0) is conveyed.

New 1,4-disubstituted piperazines were prepared and their tranquillizing properties and action on gastric ulcers examined ο-(Chlorobenzhydryl)piperazine with Me3N and PhCH2Cl in PhMe gave N-(ο-chlorobenzhydryl)-N’-benzylpiperazine, b0.005 210°; di-HCl salt, m. 223°. By refluxing 2 moles chloroethoxyethanol or chloroethoxyethoxyethanol with 110 g. Me3N and 1 mole of various substituted benzhydrylpiperazines the following N-(R1-substituted-benzhydryl)-N’-(R-substituted) piperazines were prepared (R’ = CH2CH2OCH2CH2OH) (R and b.p./mm. given): ο-Cl, 215°/0.01; p-Br, 224°/0.01; m-Cl, 215°/0.5; m-Br, 225°/0.02; ο-Br, 215-20°/0.1; m-OMe, 225°/ 0.07; m-Me, 210°/0.1; ο-C5H11O, 248°/0.01; m-Bu, 215°/0.01; ο-Me, 205°/0.01. (R = CH2CH2OCH2CH2OCH2CH2OH): m-Br, 240-5°/0.01; ο-Br, 240-5°/0.005; p-Br, 245-50°/0.02; ο-Cl, 240-5°/0.01. In an N atm. 0.1 g. atom Na is dissolved with warming in a convenient alc., after cooling 1-benzhydryl-4-(ω-chloroalkanoyl)piperazine in toluene added, the toluene distilled, the mixture heated 3 hrs at 140°, to the cooled liquid 3:7 EtOH-C6H6 added, the filtrate evaporated, and the residue distilled in vacuo. By this method the following N-(ο-chlorobenzhydryl)-N’-(R-substituted) piperazines were prepared (R and b.p./mm. given): CH2CH2O(CH2)5OH, 225°/0.003; CH2CH2OCH2CH(OH)CH2OH, 200°/0.05; CH2CH2OCH.(CH2)2.CH(OH). CH2.CH2, 260°/0.05. By refluxing 0.1 mole 1-(ο-chlorobenzhydryloxyethyl)piperazine with 0.11 mole triethylamine and 0.1 mole halogenated derivative, RX, in xylene 12 hrs. the following N-(ο-chlorobenzhydryloxyethyl)-N’-(R-substituted)piperazines were prepared (R and b.p./mm. given): Bu, 210°/0.1; (CH2)2OCH2CH2OH, 250°/0.03 (in the presence of excess chloroethoxyethanol); CH2Ph, 230-5°/0.1; ο-MeC6H4CH2, 234-6°/0.01; ο-ClC6H4CH2, 240°/0.1; ο-ClC6H4CO, 255°/0.1; p-Me3CC6H4CH2O(CH2)2, 245-50°/0.1. By refluxing 0.1 mole monosubstituted piperazine with 0.11 mole triethylamine and 0.1 mole of various appropriate ω-chloroalkanoyl and benzhydryl oxides in xylene during 12 hrs. the following N-[(R’-substituted)benzhydryloxyalkylene] – N’ – (R-substituted)piperazines (alkylene = (CH2)n) were prepared (R1, R, n, and b.p./mm. given): ο-Cl, H(I), 2, 193-5°/0.15; ο-Cl, Me, 2, 185-190°/0.1; ο-Cl, CHMe2, 2, 184-6°/0.04; ο-Me, CHMe2, 2, 170°/0.005; ο-Cl, CH2CHMe2, 2, 185-190°/0.02; ο-Cl, (cyclohexyl, 2, 235-40°/0.05; ο-Cl, 3-methylcyclohexyl, 2; 230-2°/0.01; H, CH2CH2OH, 2, 220°/0.1; ο-Cl, CH2CH(OH)CH2OH, 2, – (decompose); ο-Cl, ο-Me-C6H4CH2; 2; 235°/0.05; ο-Me, m-MeC6H4CH2, 2, 224°/0.015; m-Cl, m-MeC6H4CH2, 2, 250°/0.1; ο-Me, ο-MeC6H4CH2, 2, 215°/0.005; ο-Cl, CHMe2, 3, 215°/0.7; ο-Cl, m-MeC6H4CH2, 3, 250°/0.5; ο-Cl, ο-MeC6H4CH2, 3, 260°/0.1; ο-Cl, CHMe2, 4, 210°/0.1; ο-Cl, m-MeC6H4CH2, 4, 245°/0.1; ο-Cl, CHMe2, 6, 230°/0.2; ο-Cl, ο-MeC6H4CH2, 6, 265°/0.1. N-[2-(ο-Chlorobenzhydryloxy)ethyl]-N’-(2-hydroxyethyl)piperazine (II), b0.1 230°, was prepared in 65% yield by melting at 150° 1.1 mole N-hydroxy-N’-ethylpiperazine, adding dropwise 0.5 mole ο-ClC6H4CHClPh, and warming 2 hrs. at 150°. The mixture is cooled at 75° and 250 ml. C6H6 added. After cooling and addition of NaOH the benzene layer is washed, evaporated, and the residue distilled in vacuo. II (0.1 mole) and 0.11 mole NaNH2 in 100 ml. toluene is refluxed until no NH3 is liberated. After cooling at 30° 0.12 mole p-tert-butylbenzyl bromide is added and the mixture refluxed 2 hrs. The cooled mass is extracted with dilute HCl, the acid-extract basified with K2CO3, and extracted with C6H6. After evaporation the residue is distilled in vacuo, giving 45% N-[2-(ο-chlorobenzhydryloxy)ethyl] – N’- [2-(p-tert-butylbenzyloxy)ethyl]piperazine, b0.1 275°. By refluxing 0.1 mole I, 11 g. triethylamine, 100 ml. toluene, and 0.1 mole AcCl during 2 hrs. N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-acetylpiperazine (III) is formed, b0.02 220-5°. Reduction of III with LiAlH4 yielded 88% N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-ethylpiperazine, b0.03 178-80°.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics