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Usage

Uses

Used in Pharmaceutical Industry:
Anthracene-9-carbaldehydeoxime serves as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties, making it a valuable component in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, Anthracene-9-carbaldehydeoxime is utilized as a precursor for the production of various agrochemicals. Its role in creating effective pesticides and other agricultural chemicals contributes to enhancing crop protection and yield.
Used in Material Science:
Anthracene-9-carbaldehydeoxime also finds application in material science, where it is employed in the development of advanced materials with specific properties. Its contribution to the synthesis of new materials can lead to innovations in various fields, including electronics, plastics, and coatings.

InChI:InChI=1/C15H11NO/c17-16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-10,17H

Upstream product

• 120-12-7 anthracene 
• 779-02-2 9-methylanthracene 
• 642-31-9 9-anthracene aldehyde 

Relevant academic research and scientific papers

Solvent-dependent effect by carbon dioxide on the photoreactions of (9-anthryl)alkylamines

The effect of CO2 on a photoreaction was first studied systematically by using (9-anthryl)alkylamines (APA, AEA, and AMA) as the starting compound. From close scrutiny of the results, the CO2 effect was clearly observed and was well rationalized by the previously reported novel solvent dependence of the amine-CO2 reversible reactions. For instance, the yield of the dimer (h-t from APA or AEA, h-t+h-h from AMA) obtained in MeOH or DMSO was higher under CO2 than under argon and this was ascribed to formation of either ammonium bicarbonate/carbonate in MeOH or carbamic acid in DMSO, which will prevent the nitrogen lone pair from being involved in electron-transfer reactions. In fact, the electron-transfer side reactions producing 1-3 in DMSO were strongly inhibited under CO2. Also, due to formation of noncovalent linkage between the ammonium cation and the carbamate anion in 2-PrOH, the proportion of h-h relative to h-t produced from AMA in 2-PrOH was increased by carrying out the reaction under CO2.

Δ2-isoxazoline derivatives as antimicrobials

The inhibitory effect of newly synthesized C- (anthranyl and biphenyl)-5-substituted-δ2-isoxazolines were characterized by IR, 1H NMR, 13C NMR and CHN analysis and evaluated for their antimicrobial activity against differe

A catalytic regioselective procedure for the synthesis of aryl oximes in the presence of palladium nanoparticles

The synthesis of aryl oximes from aryl aldehyde derivatives was carried out using hydroxylamine hydrochloride and aluminum oxy hydroxide-supported palladium (Pd/AlO(OH) nanoparticles. The procedure is revealed via the regioselective synthesis of oxime der

New Low-Dimensional Perovskites Based on Lead Bromide

Abstract: The reactions of lead bromide with 7,7,8,8-tetracyanoquinodimethane and anthracen-9-ylmethanamine hydrobromide in dimethylformamide (DMF) afford the known low-dimensional perovskite {PbBr2(DMF)}n (I) with an impurity of a new hybrid 1D perovskite {Ca(DMF)6[PbBr3]2}n (II), which is isolated in the individual form and characterized by X-ray diffraction analysis. In the crystal of compound II, lead bromide forms infinite chains of PbBr5 octahedra with one vacant vertex between which calcium cations coordinated by the DMF molecules are arranged. The calcium cations presumably have got into the reaction mixture from water used for the washing of the reaction vessel for crystallization after the previous attempt of the synthesis. An attempt of the purposeful preparation of this hybrid 1D perovskite from various calcium salts as sources of this metal ion gives one more new low-dimensional perovskite {Ca(DMF)6[PbBr2.3Cl0.7]2}n (III) in which halide anions (bromide and chloride anions from lead bromide and calcium chloride, respectively) build up the coordination sphere of the lead ion to an octahedral one inducing no noticeable changes in the crystal packing compared to that of compound II. The X-ray diffraction results are deposited with the Cambridge Crystallographic Data Centre (CIF files CCDC nos. 2045586 (I), 2047219 (II), and 2047220 (III)).

Design and synthesis of sinomenine isoxazole derivatives via 1,3-dipolar cycloaddition reaction

A novel structure of sinomenine isoxazole derivatives is synthesised from sinomenine hydrochloride and aromatic aldehydes and requires six steps. 19 target compounds have been obtained in good yields. The sinomenine hydrochloride transforms to 4-alkynyl sinomenine, which is a key intermediate product to synthesise the target sinomenine isoxazole compounds, after a neutralisation reaction with ammonia and substitution reaction with 3-chloropropyne. Another key intermediate product is 1,3-dipole, which can be obtained from aromatic aldehyde. After treatment with hydroxylamine hydrochloride and then sodium carbonate solution, aromatic aldehyde is converted to aldehyde oxime, which reacts with N-chlorosuccinimide (NCS) to afford aryl hydroximino chloride. 1,3-Dipole is eventually formed in situ while triethylamine (TEA) in DMF is added dropwise. Then 4-alkynyl sinomenine is added to provide the sinomenine isoxazole derivative via 1,3-dipolar cycloaddition reaction as the key step. All the target compounds are characterised by melting point, 1H NMR, 13C NMR, HRMS and FT-IR spectroscopy.

HCl-mediated cascade cyclocondensation of oxygenated arylacetic acids with arylaldehydes: one-pot synthesis of 1-arylisoquinolines

In this paper, a concise, open-vessel synthesis of 1-arylisoquinolines is describedviaHCl-mediated intermolecular cyclocondensation of oxygenated arylacetic acids with arylaldehydes in the presence of NH2OH and alcoholic solvents under mild and one-pot reaction conditions. A plausible mechanism is proposed and discussed herein. In the overall reaction process, only water was generated as the byproduct. Various environmentally friendly reaction conditions are investigated for convenient transformationviathe (4C + 1C + 1N) annulation. This protocol provides a highly effective ring closureviathe formations of one carbon-carbon (C-C) bond, two carbon-nitrogen (C-N) bonds and one carbon-oxygen (C-O) bond.

Exploring isoxazoles and pyrrolidinones decorated with the 4,6-dimethoxy-1,3,5-triazine unit as human farnesyltransferase inhibitors

Unprecedented triazinyl-isoxazoles were afforded via an effective cycloaddition reaction between nitrile oxides and the scarcely described 2-ethynyl-4,6-dimethoxy-1,3,5-triazine as dipolarophile. The biological evaluation of the newly synthesized compounds showed that the inhibition of human farnesyltransferase by zinc complexation could be improved with triazine-isoxazole moieties. The replacement of the isoxazole unit by a pyrrolidin-2-one was detrimental to the inhibitory activity while the pyrrolidin-2-thione derivatives conserved the biological potential. The potential of selected compounds to disrupt protein farnesylation in Chinese hamster ovary (CHO) cells transfected with pEGFP-CAAX was also evaluated.

Synthesis and reactivity of platinum(II) triphenylphosphino complexes with aromatic aldoximes

trans-[Pt(μ-Cl)Cl(PPh3)]2 reacted with arylaldoximes in 1,2-dichloroethane to afford [PtCl2(PPh3){N(OH)[dbnd]CHAr}] (Ar = 3,4-dimethoxyphenyl, 1-naphthyl, 9-anthryl) where aldoxime ligands are N-coordinated to p

Copper(ii)-promoted direct conversion of methylarenes into aromatic oximes

A simple and efficient catalytic system for direct conversion of methylarenes into aromatic oximes has been developed, with Cu(OAc)2 as catalyst, NHPI (N-Hydroxyphthalimide) as additive, TBN (tert-butyl nitrite) as both the nitrogen source and the oxidant. This process proceeds under mild conditions, tolerates a wide range of substrates, affording the targeted aromatic oximes in 63-86% yields.

Copper(II)-promoted direct conversion of methylarenes into aromatic oximes

A simple and efficient catalytic system for direct conversion of methylarenes into aromatic oximes has been developed, with Cu(OAc)2 as catalyst, NHPI (N-Hydroxyphthalimide) as additive, TBN (tert-butyl nitrite) as both the nitrogen source and the oxidant. This process proceeds under mild conditions, tolerates a wide range of substrates, affording the targeted aromatic oximes in 63-86% yields.