135-02-4 Archives - Page 3 of 9 - Ethers-buliding-blocks

Laconsay, Croix J.’s team published research in ACS Catalysis in 2020 | CAS: 135-02-4

2-Methoxybenzaldehyde(cas: 135-02-4) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma. It has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.COA of Formula: C8H8O2

COA of Formula: C8H8O2In 2020 ,《Modulating Stereoselectivity through Electrostatic Interactions in a SPINOL-Phosphoric Acid-Catalyzed Synthesis of 2,3-Dihydroquinazolinones》 was published in ACS Catalysis. The article was written by Laconsay, Croix J.; Seguin, Trevor J.; Wheeler, Steven E.. The article contains the following contents:

Chiral phosphoric acids have received considerable attention because of their excellent performance in many asym. catalytic reactions. However, the full breadth of means by which the stereoselectivity of these catalysts can be tuned has not been fully elucidated. Herein, the origin of enantioselectivity in a catalytic asym. synthesis of 2,3-dihydroquinazolinones using SPINOL-derived chiral phosphoric acids (ACS Catal.2013, 3, 2244) is explored using d. functional theory computations. We show that the enantioselectivity of this reaction is determined during the intramol. amine addition step of an organocascade sequence and is modulated by differential noncovalent interactions of the substrate with the aryl groups of the catalyst as well as CH···O and NH···O interactions with the phosphate core of the catalyst. Most notably, we demonstrate that the strength of these latter interactions is modulated by their position within the electrostatic environment created by the catalyst. This provides clear evidence of the ability to precisely control the selectivity of an organocatalyzed reaction through the tuning of electrostatic interactions. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4COA of Formula: C8H8O2)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Daraie, Mansoureh’s team published research in ChemistrySelect in 2019 | CAS: 135-02-4

Formula: C8H8O2In 2019 ,《Investigation of Photocatalytic Activity of Anchored Dysprosium and Praseodymium Complexes on CoFe2O4 in Synthesis of Pyrano[2,3-d]pyrimidine Derivatives》 appeared in ChemistrySelect. The author of the article were Daraie, Mansoureh; Heravi, Majid M.; Tamoradi, Taiebeh. The article conveys some information:

Two hitherto unknown magnetic nanoparticles were prepared through the immobilization of dysprosium (Dy) and praseodymium (Pr) Complexes on the surface of CoFe2O4, using com. available or easily accessible materials under green conditions. They were fully characterized, using, FT-IR, SEM, EDX, ICP-OES, XRD and TGA techniques. Photocatalytic activity of these nanocomposites were successfully examined in the high yielding synthesis of pyrano[2,3-d]pyrimidines I (R = H, 4-F, 2-Cl, 3-OMe, etc.), via MCR, involving, barbituric acid, malononitrile and differently substituted benzaldehydes RC6H4CHO in the UV region (250 nm) at room temperature The above-mentioned photocatalysts showed excellent recoverability and reusability under the optimal reaction conditions. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4Formula: C8H8O2)

Referemce:
Ether – Wikipedia,
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Ferreira, Alana R.’s team published research in Pharmaceuticals in 2022 | CAS: 135-02-4

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Reference of 2-Methoxybenzaldehyde

Ferreira, Alana R.; Alves, Danielle da N.; de Castro, Ricardo D.; Perez-Castillo, Yunierkis; de Sousa, Damiao P. published an article in 2022. The article was titled 《Synthesis of Coumarin and Homoisoflavonoid Derivatives and Analogs: The Search for New Antifungal Agents》, and you may find the article in Pharmaceuticals.Reference of 2-Methoxybenzaldehyde The information in the text is summarized as follows:

A set of twenty-four synthetic derivatives, coumarin I [R = 4-OPr, 4-OiPr, 7-O-pentyl, etc.], II [R = Ph, 4-MeOC6H4, 4-MeC6H4, etc.; X = N, O] via alkylation and acylation reactions of com. coumarins, 4-hydroxycoumarin/7-hydroxycoumarin and homoisoflavonoid cores and its structural analogs III [R = H, 4-OMe, 3-OMe, etc.] via reactions between 4-chromanone and aldehydes catalyzed by pyrrolidine. The broth microdilution test was used to determine the Min. Inhibitory Concentration (MIC) of the compounds I, II and III and to verify the possible antifungal action mechanisms. The structures of the synthesized products I, II and III were characterized by FTIR spectroscopy: 1H-NMR, 13C-NMR, and HRMS. The coumarin derivative I [R = 7-O-pentyl, etc.] presented the best antifungal profile, suggesting that the pentyloxy substituent at the C-7 position of coumarin ring could potentiate the bioactivity. Compound I [R = 7-O-pentyl, etc.] was then evaluated against the biofilm of C. tropicalis ATCC 13803, which showed a statistically significant reduction in biofilm at concentrations of 0.268μmol/mL and 0.067μmol/mL, when compared to the growth control group. For a better understanding of their antifungal activity, compounds I [R = 7-O-pentyl, etc.] and III [R = H] were submitted to a study of the mode of action on the fungal cell wall and plasma membrane. It was observed that neither compound interacted directly with ergosterol present in the fungal plasma membrane or with the fungal cell wall which suggested that their bioactivity was due to interaction involving other pharmacol. targets. Compound I [R = 7-O-pentyl, etc.] was also subjected to a mol. modeling study, which showed that its antifungal action mechanism occurred mainly through interference in the redox balance of the fungal cell, and by compromising the plasma membrane; not by direct interaction, but by interference in ergosterol synthesis. Another important finding was the antifungal capacity of homoisoflavonoids III [R = 3-OMe, 2-OMe]. Derivative III [R = 3-OMe] presented slightly higher antifungal activity, possibly due to the presence of the methoxyl substituent in the meta position in ring B. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4Reference of 2-Methoxybenzaldehyde)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Celik, Hulya’s team published research in Organic Communications in 2019 | CAS: 135-02-4

In 2019,Organic Communications included an article by Celik, Hulya; Kuzu, Muslum. Safety of 2-Methoxybenzaldehyde. The article was titled 《Microwave assisted synthesis of N-(methyl and methoxy)benzylidene-4-fluoroaniline derivatives and their carbonic anhydrase I and II inhibition properties》. The information in the text is summarized as follows:

In this study, few Schiff base derivatives I (R = 2-Me, 4-Me, 3-OMe, etc.) were synthesized from Me or methoxy substituted benzaldehydes and 4-fluoroaniline using a microwave method. Their inhibitory effects were studied on carbonic anhydrase isoenzymes (hCA I and II), purified from human erythrocyte cells by Sepharose-4B-L-tyrosine-sulfanilamide affinity chromatog. Among the synthesized compounds I (R = 3-Me, 4-Me, 2-OMe) showed moderate activity on hCA II in the range of IC50 values. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxybenzaldehyde(cas: 135-02-4Safety of 2-Methoxybenzaldehyde)

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Ether – Wikipedia,
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Kardooni, Rezvan’s team published research in Molecular Diversity in 2019 | CAS: 135-02-4

The author of 《A green, catalyst-free synthesis of pyrazolopyranopyrimidines in polyethylene glycol as a biodegradable medium at ambient temperature》 were Kardooni, Rezvan; Kiasat, Ali Reza. And the article was published in Molecular Diversity in 2019. HPLC of Formula: 135-02-4 The author mentioned the following in the article:

A facile, efficient and environmentally safe strategy for the synthesis of pyrazolopyranopyrimidines via one-pot, four-component reaction of hydrazine hydrate, barbituric acid, Et acetoacetate and aromatic aldehydes in polyethylene glycol (PEG) as a safe solvent in the absence of catalyst at ambient temperature were described. The advantages of the present protocol, such as simplicity, mild conditions, high yields of products, straightforward workup procedure, a green and biodegradable reaction medium, made this process an attractive to current methodologies. The results came from multiple reactions, including the reaction of 2-Methoxybenzaldehyde(cas: 135-02-4HPLC of Formula: 135-02-4)

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Ether – Wikipedia,
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Saneinezhad, Sara’s team published research in Scientific Reports in 2020 | CAS: 135-02-4

《Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite as a novel and efficient catalyst for the synthesis of 2-amino-4H-pyrans and spirochromenes》 was published in Scientific Reports in 2020. These research results belong to Saneinezhad, Sara; Mohammadi, Leila; Zadsirjan, Vahideh; Bamoharram, Fatemeh F.; Heravi, Majid M.. Category: ethers-buliding-blocks The article mentions the following:

Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite (PC/AgNPs) was prepared and fully characterized by FTIR, UV-vis, SEM, and TEM techniques. The preparation of PC/AgNPs was studied systematically to optimize the processing parameters by Taguchi method using the amount of PC, reaction temperature, concentration of silver nitrate and pH of medium. Taguchi’s L9 orthogonal (4 parameters, 4 level) was used for the exptl. design. The SEM anal. confirmed the presence of the Preyssler as a white cloud as well as spherical AgNPs on the surface of cellulose. The formation of AgNPs on the surface was observed by changing of the color from yellow to deep brown and confirmed by UV-vis spectroscopy. The best yield of AgNPs forming was obtained in pH 12.5 at 80°C in 20 min. TEM anal. confirmed the formation of spherical AgNPs with a size of 50 nm, at the 1% weight loading of Preyssler. This easily prepared PC/AgNPs was successfully employed as an efficient, green, and reusable catalyst in the synthesis of a wide range of 2-amino-4H-pyran I (R = Ph, 3-nitrophenyl, 4-chlorophenyl, etc.; X = CN, CO2Et), II (R1 = Ph, 2-methoxyphenyl, 4-chlorophenyl, etc.), III (R2 = Ph, 4-hydroxyphenyl, 4-chlorophenyl, etc.), IV (R3 = Ph, 2-nitrophenyl, 3-bromophenyl, etc.) and V and functionalized spirochromene derivatives via a one-pot, multicomponent reaction. The chief merits realized for this protocol were the utilization of com. available or easily accessible starting materials, operational simplicity, facile work-up procedure, obtaining of high to excellent yields of the products and being done under green conditions. The catalyst could be easily separated from the reaction mixture and reused several times without observing any appreciable loss in its efficiency. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4Category: ethers-buliding-blocks)

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Almalki, Ahmad J.’s team published research in Forensic Chemistry in 2020 | CAS: 135-02-4

《GC-MS analysis of N-(bromodimethoxybenzyl)-2-, 3-, and 4-methoxyphenethylamines: Inverse analogues of the psychoactive 25B-NBOMe drug》 was written by Almalki, Ahmad J.; Clark, C. Randall; Abiedalla, Younis; DeRuiter, Jack. Related Products of 135-02-4 And the article was included in Forensic Chemistry in 2020. The article conveys some information:

The substituted phenethylamine analogs in this study are derivatives of N-(2-methoxybenzyl)-4-bromo-2,5-dimethoxyphenethylamine (25B-NBOMe) having the reverse substitution pattern for two aromatic rings. The nine regioisomeric compounds were prepared from the regioisomeric 2-, 3-, and 4- methoxyphenethylamines via N-reductive alkylation with the three regioisomeric 2,4,5-substituted bromodimethoxybenzaldehydes. The EI-MS spectra of these regioisomers gave two major bromine containing ions at m/z 229/231 (base peak) and 258/260 and two non-brominated fragments at m/z 91 and 121. The relative abundance of the m/z 91 was higher for the 2-methoxyphenethylamine substituted isomers and relative abundance of the m/z 121 fragment was higher in the 4-methoxy substituted isomers. The gas chromatog. separation for the regioisomeric methoxyphenethylamines of each bromodimethoxybenzyl aromatic ring substitution pattern showed 2-methoxyphenethylamine substituted isomer eluted first followed by the 3-substituted isomer and 4-methoxyphenethylamine substituted isomer was last to elute and the three bromodimethoxybenzyl regioisomers for the 2-methoxyphenethylamine subseries were resolved as the trifluoroacetamides. The EI-MS for the TFA derivatives of the 2-bromo-4,5-dimethoxybenzyl substituted isomer gave unique fragment ions resulting from displacement of bromine from the mol. ion. This fragmentation pathway was confirmed using the model compounds N-(2-, 3- and 4-bromobenzyl)phenethylamine trifluoroacetamides. In the experiment, the researchers used 2-Methoxybenzaldehyde(cas: 135-02-4Related Products of 135-02-4)

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Ether – Wikipedia,
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Guo, Jing’s team published research in Organic Chemistry Frontiers in 2019 | CAS: 135-02-4

《An efficient approach to access 1,1,2-triarylethanes enabled by the organo-photoredox-catalyzed decarboxylative addition reaction》 was written by Guo, Jing; Huang, Gong-Bin; Wu, Qiao-Lei; Xie, Ying; Weng, Jiang; Lu, Gui. Related Products of 135-02-4This research focused ontriarylethane diarylethylamine preparation green chem; carboxylic acid para quinone methide decarboxylative conjugate addition; photoredox organocatalyst. The article conveys some information:

An efficient protocol for the synthesis of 1,1,2-triarylethanes I (R1 is 4-OH-3,5-(t-Bu)2 and 4-OH-3,5-(i-Pr)2; R2 is H, 2-OMe, 4-CN, etc.; R3 is 2-Me, 3,4-(OMe)2, 4-Br, etc.) and 2,2-diarylethylamines II (R4 is NH(Boc); R5 is H, i-Pr, Bn, etc; R4R5 is (CH2)2N(Boc)(CH2)2 and (CH2)2O(CH2)2) with biol. and pharmacol. potential via organo-photoredox-catalyzed decarboxylative 1,6-conjugate addition of carboxylic acids to para-quinone methides has been developed. Different from the traditional transition-metal catalyzed multi-step synthetic strategy, this process involves a photoredox-promoted free radical pathway. A variety of structurally diverse products can be easily obtained under metal-free conditions in good to excellent yields (38 examples, up to 98% yield) in one step.2-Methoxybenzaldehyde(cas: 135-02-4Related Products of 135-02-4) was used in this study.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Mousavi, Seyyed Rasul’s team published research in Catalysis Letters in 2019 | CAS: 135-02-4

The author of 《Graphene Oxide Incorporated Strontium Nanoparticles as a Highly Efficient and Green Acid Catalyst for One-Pot Synthesis of Tetramethyl-9-aryl-hexahydroxanthenes and 13-Aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones Under Solvent-Free Conditions》 were Mousavi, Seyyed Rasul; Rashidi Nodeh, Hamid; Zamiri Afshari, Elham; Foroumadi, Alireza. And the article was published in Catalysis Letters in 2019. Category: ethers-buliding-blocks The author mentioned the following in the article:

An efficient, inexpensive and recyclable graphene oxide/strontium nanocatalyst was synthesized and applied in a pseudo three-component, one-pot cyclocondensation of aromatic aldehydes and dimedone/lawsone to afford the corresponding 3,3,6,6-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones and 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones (e.g., I and II, resp.) in high yields under solvent-free conditions. To the best of our knowledge, there are no literature reports on applying graphene oxide/strontium as a nanocatalyst for xanthene derivatives synthesis. The key potential benefits of the present method are including high yields, short reaction time, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecol. rewards. The nanocatalyst easily separated from the reaction mixture easily by applying an external magnet and reused at least six times without noticeable degradation in catalytic activity.2-Methoxybenzaldehyde(cas: 135-02-4Category: ethers-buliding-blocks) was used in this study.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hiba, K.’s team published research in Reactive & Functional Polymers in 2021 | CAS: 135-02-4

Hiba, K.; Sreekumar, K. published their research in Reactive & Functional Polymers in 2021. The article was titled 《Multi- arm dendronized polymer as a unimolecular micelle: Synthesis, characterization and application as organocatalyst in the synthesis of N-unsubstituted 1,2,3-triazoles》.Electric Literature of C8H8O2 The article contains the following contents:

The present work reports dendronized polymer based catalysis in which the dendritic cavity and surface functional groups are the reactive centers due to the formation of dendritic unimol. micelle in aqueous medium. First generation amine functionalized tris(hydroxymethyl)propane initiated polyepichlorohydrin cored dendronized polymer TMP-PECH-Amine-G1 was synthesized and properly characterized with different anal. techniques. High functional group capacity, thermal stability and good water solubility are the eye-catching features of the TMP-PECH-Amine-G1 catalyst. The catalytic activity of TMP-PECH-Amine-G1 was studied by synthesizing 4-aryl-1H-1,2,3-triazoles I (R = H, 3-Cl, 4-N(CH3)2, 3,4-(OMe)2, etc.) by one pot condensation reaction of aromatic aldehydes RCHO, nitromethane and sodium azide. The synthesized catalyst offered high yield of products with low catalyst loading in green reaction media without the presence of any external additives. The catalyst was regenerated for six cycles of reaction without substantial loss in activity. This is the first reported method where homogeneous amine functionalized dendronized polymer was used as an organo catalyst for the synthesis of 4-substituted triazoles I. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxybenzaldehyde(cas: 135-02-4Electric Literature of C8H8O2)

Referemce:
Ether – Wikipedia,
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