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2-(2-Methoxyphenylmethyleneimino)phenol is an organic compound characterized by its chemical structure, which features a phenol group (C6H4OH) with an imine functional group attached to the 2-position. The imine is formed by the condensation of a 2-methoxyphenyl group (C6H4OCH3) with a phenyl group (C6H5). 2-(2-methoxyphenylmethyleneimino)phenol is known for its potential applications in the synthesis of various pharmaceuticals and chemical intermediates, particularly in the area of dye chemistry. It is also recognized for its antioxidant properties, which can be beneficial in stabilizing other compounds against oxidative degradation. The compound's molecular formula is C14H13NO2, and it has a molecular weight of approximately 227.26 g/mol.

6136-58-9

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6136-58-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6136-58-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,1,3 and 6 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 6136-58:
(6*6)+(5*1)+(4*3)+(3*6)+(2*5)+(1*8)=89
89 % 10 = 9
So 6136-58-9 is a valid CAS Registry Number.

6136-58-9Relevant academic research and scientific papers

Bidentate ligands and their Cu(II) complexes: Structural characterization, electrochemical properties and biological evaluation

Tümer, Ferhan,Güng?r, Seyit Ali,K?se, Muhammet,Ko?er, Feridun,Tümer, Mehmet

, (2020)

In this manuscript, three bidentate ligands 2-[(2-methoxybenzylidene)amino]phenol (HA1), 2-[(3,4,5-trimethoxybenzylidene) amino]phenol (HA2) and 2-[(2,3,4-trimethoxybenzylidene) amino]phenol (HA3) were synthesized from the

Improvement in aluminum complexes bearing a Schiff base in ring-opening polymerization of ε-caprolactone: the synergy of the N,S-Schiff base in a five-membered ring aluminum system

Huang, Ting-Wei,Su, Rou-Rong,Lin, Yi-Chen,Lai, Hsin-Yu,Yang, Chien-Yi,Senadi, Gopal Chandru,Lai, Yi-Chun,Chiang, Michael Y.,Chen, Hsuan-Ying

, p. 15565 - 15573 (2018/11/20)

A series of five-membered ring aluminum complexes bearing thiol-Schiff base ligands were synthesized, and their application in the ring-opening polymerization of ε-caprolactone (CL) was investigated. The complexes exhibited dramatically higher catalytic a

Base-Free and Catalyst-Free Synthesis of Functionalized Dihydrobenzoxazoles via Vinylogous Carbonate to Carbamate Rearrangement

Das, Tamal Kanti,Mondal, Santigopal,Gonnade, Rajesh G.,Biju, Akkattu T.

supporting information, p. 5597 - 5600 (2017/10/25)

An unexpected, catalyst-free, and base-free intramolecular cyclization of N-aryloxyacrylate aldimines, under thermal conditions leading to the synthesis of functionalized dihydrobenzoxazoles, is reported. The reaction features a unique rearrangement of vi

MIF INHIBITORS

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Paragraph 0301; 0302; 0303, (2017/02/28)

Compounds of Formula (I′), and the use of the compounds of Formula (I′) as inhibitors of macrophage migration inhibitory factor (MIF). The use of compounds of Formula (I′) or pharmaceutical compositions thereof and method of using them, for treating disor

Catalyst-free allylation of 2-aminophenol–derived aldimines with allyltrichlorosilane under thermal conditions

Venkatanna, Kesa,Ramanathan, Chinnasamy Ramaraj

supporting information, p. 3650 - 3653 (2017/08/22)

Allylation of 2-aminophenol-derived aldimines using allyltrichlorosilane under catalyst free conditions has been developed. This reaction afforded the corresponding homoallylic amines in good to excellent yields (68–94%). The salicylaldehyde-derived aldimines as well as benzoylhydrazone also found to react with allyltrichlorosilane smoothly under the same conditions, to furnish the corresponding homoallylic amine derivatives. This study suggests that the phenolic –OH group acts as an anchoring group for the transfer of allyl group from allyl silane reagent.

Sustainable Synthesis of 2-Arylbenzoxazoles over a cobalt-based nanocomposite catalyst

He, Jian,Lin, Fu,Yang, Xufang,Wang, Di,Tan, Xiaohua,Zhang, Shujun

supporting information, p. 1093 - 1096 (2017/01/16)

A new cobalt-based heterogeneous catalyst was prepared by adsorbing in situ produced nitrogen-ligated cobalt(II) acetate complexes on commercially available SiO2 and subsequent pyrolysis at 800 °C for 2 h under N2 atmosphere. By applying this catalyst under the O2 balloon, the aerobic oxidation of phenolic imines proceeded smoothly and gave various 2-arylbenzoxazoles in good yields. Meanwhile, on the basis of the experimental results, a plausible reaction pathway was described to elucidate the reaction mechanism.

Directed Amination of Aryl Methyl Ethers Mediated by Ti(NMe2)4 at Room Temperature

Chen, Zhou,Liu, Jinna,Pei, Hao,Liu, Wei,Chen, Yanmei,Wu, Jian,Li, Wu,Li, Yahong

, p. 3406 - 3409 (2015/07/28)

An efficient C-O amination of aryl methyl ethers has been achieved. This transformation proceeds via imine-directed Ti(IV)-mediated cross-coupling reactions between aryl methyl ethers and Ti(NR2)4 at room temperature, straightforwardly leading to a series of arylamines. This protocol features a wide substrate scope, exclusive regioselectivity, and mild reaction conditions.

Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: Enhancement of the reaction rate and selectivity by a base

Wang, Lin,Ma, Zhi-Gang,Wei, Xiao-Jing,Meng, Qing-Yuan,Yang, Deng-Tao,Du, Shao-Fu,Chen, Zi-Fei,Wu, Li-Zhu,Liu, Qiang

supporting information, p. 3752 - 3757 (2014/08/05)

An efficient visible-light-driven photocatalytic oxidation of various 2-substituted dihydropyrimidines and phenolic imines has been achieved using an organic photocatalyst eosin Y bis(tetrabutyl ammonium salt) (TBA-eosin Y) and inexpensive oxidant molecular oxygen. With the aid of a base, significantly enhanced photoinduced electron transfer from substrates dihydropyrimidines or phenolic imines to the excited state of TBA-eosin Y has enabled the aerobic oxidation to yield 2-(methylthio)pyrimidines or 2-arylbenzoxazoles selectively. This journal is the Partner Organisations 2014.

Comparison of chelating ability of NO-, NS-, ONS-, and ONO-type Schiff base derivatives and their stability constants of Bis-complexes with copper(II)

Atabey, Hasan,Findik, Esra,Sari, Hayati,Ceylan, Mustafa

, p. 109 - 120 (2014/02/14)

The present study includes important findings relating to the number of donor atoms, species of ligands, and stabilities of complexes. Stabilities of complexes between Cu(II) ion and NO-, NS-, ONS-, and ONO-type Schiff bases were compared. Acid-base properties of the Schiff bases were explained at 25 ± 0.1 ° C and ionic strength (I) of 0.1 M supported by NaCl. The Hyperquad computer program was used for calculation of dissociation and stability constants. The overall stability constants of their Cu(II) complexes were calculated and the various formed complexes between the Schiff bases with Cu(II) ion formulated as CuL2, CuHL2, CuH2L 2, and CuH-1L2(Cu (OH) L2). The complexes of ONS- and ONO-type tridentate ligands were more stable than those of NO- and NS-type bidentate ligands. TUeBITAK.

Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation

Cho, Yeon-Ho,Lee, Chun-Young,Cheon, Cheol-Hong

, p. 6565 - 6573 (2013/07/26)

Highly efficient synthesis of benzofused heteroaromatic compounds via aerobic oxidation catalyzed by cyanide anion has been developed. The Schiff bases derived from 2-aminophenol and aldehydes provided the corresponding benzoxazoles in high yields in the presence of a catalytic amount of cyanide in an open flask under ambient conditions without the use of any external metal co-oxidants and bases. Furthermore, we have developed a catalytic sequential one-step protocol for the synthesis of benzoxazoles by adding a catalytic amount of NaCN to Schiff bases generated in situ from 2-aminophenol and aldehydes without the isolation of imine intermediates. This one-pot protocol was further extended to the synthesis of benzothiazoles from 2-aminothiophenol and aldehydes. A variety of aldehydes could be applied to this sequential one-pot protocol and the desired benzofused azole products were obtained in high yields.

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