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N-[(E)-phenylmethylidene]pyridin-2-amine is an organic compound characterized by its molecular formula C14H12N2. N-[(E)-phenylmethylidene]pyridin-2-amine features a pyridine ring, which is a six-membered aromatic ring containing two nitrogen atoms, with one nitrogen at the second position (2-amine). The phenylmethylidene group is attached to the nitrogen at the second position, forming a Schiff base. The phenylmethylidene group consists of a phenyl ring (a benzene ring with six carbon atoms) and a methylidene group (a carbon-carbon double bond with a hydrogen atom attached). The (E)-configuration indicates the geometric isomerism of the double bond, with the phenyl and pyridine rings on opposite sides of the double bond. N-[(E)-phenylmethylidene]pyridin-2-amine is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals, as well as its role as an intermediate in organic chemistry.

1883-96-1

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1883-96-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1883-96-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,8 and 3 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1883-96:
(6*1)+(5*8)+(4*8)+(3*3)+(2*9)+(1*6)=111
111 % 10 = 1
So 1883-96-1 is a valid CAS Registry Number.

1883-96-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(phenylmethylene)-2-Pyridinamine

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1883-96-1 SDS

1883-96-1Relevant academic research and scientific papers

Study of N-benzylidene derivatives synthesized as corrosion inhibitors for copper in HCl solution

Shabani-Nooshabadi, Mehdi,Behpour, Mohsen,Razavi, Faezeh Sadat,Hamadanian, Masood,Nejadshafiee, Vajihe

, p. 23357 - 23366 (2015)

Corrosion inhibition of the two N-benzylidene derivative compounds, namely N-benzylidene pyridin-2 amine (NBPA) and N-(4-choloromethylbenzylidene) pyridin-2 amine (NCMBPA) as corrosion inhibitors for copper in hydrochloric acid 6.0 M have been studied by

Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions

Karaca, Emine ?zge,Dehimat, Zieneb Imene,Ya?ar, Sedat,Gürbüz, Nevin,Tebbani, Dahmane,?etinkaya, Bekir,?zdemir, ?smail

, (2021/04/02)

The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.

Functional POM-catalyst for selective oxidative dehydrogenative couplings under aerobic conditions

Samaraj, Elavarasan,Balaraman, Ekambaram,Manickam, Sasidharan

, (2021/02/05)

Development of selective and efficient reusable catalytic systems for sustainable chemical production under benign conditions is attractive and received much attention. Herein, we report a rod-shaped octadecyl trimethylammonium functionalized Keggin-type polyoxometalate [PMO12O40] hybrids (OTA-POM) as an efficient heterogeneous catalyst for selective oxidative dehydrogenative couplings under aerobic conditions without any additive or external base. The catalyst recovery and subsequent five successive recyclability studies of hybrid POM confirms the heterogeneous nature of present catalytic system.

Bioactivity of azomethines derived mechanochemically from 2-amino pyridine and studies on the effect of substituents on the reaction

Sarma, Madhushree Das,Ghosh, Subhojit

, p. 1295 - 1303 (2020/12/04)

Azomethines with pyridine framework serve as excellent pharmacophore. A number of azomethine derivatives were synthesised from 2-aminopyridine and differently substituted aromatic aldehydes in excellent to almost quantitative yields through green, mechanochemical protocol. Influence of the substituents in the nuclei of aromatic aldehydes on the rate of the reaction was investigated. Presence of ortho hydroxy groups in the nucleus of aromatic aldehydes led to the completion of the reactions in almost no time with nearly quantitative yields. 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical was used to evaluate the in vitro antioxidant activity of the prepared azomethines and the results were compared with standard natural antioxidant L-ascorbic acid. Most of the derivatives showed fairly strong antioxidant property. Antibacterial activity of the prepared azomethines were examined against Bacillus subtilis (Gram-positive) and Escherichia coli (Gram-negative) strains by using agar well diffusion method. Some of the azomethines exhibited encouraging antibacterial activities.

Luminescent coatings: White-color luminescence from a simple and single chromophore with high anticorrosion efficiency

Younis, Osama,El-Katori, Emad E.,Hassanien, Reda,Abousalem, Ashraf S.,Tsutsumi, Osamu

, (2019/12/24)

Luminescent coatings have potential commercial applications. Here, the photoluminescence, thermal, and corrosion inhibition properties of reported Schiff bases have been studied. Moreover, quantum chemical calculations have been done to realize the working mechanism of their properties. Interestingly, we succeeded to get a single-chromophore white-color emission from a small Schiff base molecule through a simple technique, where the relative emission intensities at the long and short wavelengths of the visible range were controlled by introducing electron-donating or withdrawing groups. Furthermore, the compounds were found thermally stable and can emit efficiently until 124 °C. Also, the electrochemical impedance spectroscopy, electrochemical frequency modulation, Tafel polarization, and surface characterizations have been investigated. The studied compounds showed high inhibition efficiencies (ex. 93%) and played a great role in retarding the stainless-steel corrosion in 2 M H2SO4. These measurements confirmed that the existence of these Schiff bases can reduce the double-layer capacities, corrosion current densities, and corrosion rate simultaneously with increasing the charge transfer resistance values. The studied materials as luminescent coatings may be employed for mixed-type inhibitors and can provide a strategy for the development of new organic materials capable of producing white-color emission from a simple and single molecule.

A Highly Selective Manganese-Catalyzed Synthesis of Imines under Phosphine-Free Conditions

Chai, Huining,Yu, Kun,Liu, Bo,Tan, Weiqiang,Zhang, Guangyao

, p. 217 - 226 (2020/01/31)

An efficient and highly selective phosphine-free NN-manganese(I) complex catalyst system was developed for the acceptorless dehydrogenative coupling of alcohols with amines to form imines. The coupling reactions underwent at 3 mol % catalyst loading, and a large range of alcohols and amines with diverse functional groups was applied, including challenging diol and diamine. The target imine products were obtained in good to excellent yields. The present work provides an alternative method to construct highly active nonprecious metal complex catalysts based on phosphine-free ligands.

Rh(III)-Catalyzed imidoyl C-H carbamylation and cyclization to bicyclic [1,3,5]triazinones

Confair, Danielle N.,Greenwood, Nathaniel S.,Mercado, Brandon Q.,Ellman, Jonathan A.

supporting information, p. 8993 - 8997 (2020/11/30)

A Rh(III)-catalyzed synthesis of bicyclic [1,3,5]-triazinones from a diverse array of imines coupled with ethyl (pivaloyloxy)carbamate is reported. The preparation of [5,6]- and [6,6]-bicyclic heterocycles substituted with aryl, alkyl, and alkoxy groups demonstrated a broad reaction scope. The efficiency of this approach was further enhanced with the development of a three-component variant featuring in situ imine formation. X-ray crystallographic characterization of a rhodacycle formed by imidoyl C-H activation provides support for the proposed mechanism.

Synthesis and molecular docking studies of imines as α-glucosidase and α-amylase inhibitors

Aispuro-Pérez, Analy,Bastidas, Pedro,Calderón-Zamora, Loranda,García-Páez, Fernando,López-ávalos, Juan,Monta?o, Sarita,Montes-Avila, Julio,Ochoa-Terán, Adrián,Osuna-Martínez, Ulises,Picos-Corrales, Lorenzo A.,Sarmiento-Sánchez, Juan I.

, (2019/12/25)

Imine functionality is found in many compounds with important biological activity. Thus, the development of novel synthetic approaches for imines is important. In this work, it is propose an easy, eco-friendly and straightforward synthesis pathway of aryl imines under microwave irradiation catalyzed by Alumina-sulfuric acid. In addition, the in vitro enzymatic inhibition, antioxidant activity and molecular docking studies were performed. The aryl imines were isolated with yields in the range of 37–94%. All aryl imines synthesized were evaluated for in vitro inhibitory potential against α-glucosidase and α-amylase enzymes and the results exhibited that the most of the compounds displayed inhibitory activity against both enzymes. The (E)-1-(4-nitrophenyl)-N-(pyridin-2-yl)methanimine (3d) was 1.15-fold more active than acarbose against α-amylase whilst the (E)-1-phenyl-N-(pyridin-2-yl)methanimine (3c) displayed similar activity that acarbose against α-glucosidase. The molecular docking studies in α-glucosidase and α-amylase reveal that aryl imines mainly establish an H-bond with the R2-subtituent and hydrophobic interactions with the R1-subtituent. The docking analysis reveals these synthetic aryl imines 3d-i interact in same active site than acarbose drug in both enzymes.

Polyoxometalate catalyzed imine synthesis: Investigation of mechanistic pathways

Adhikary, Subhasis D.,Mandal, Debaprasad

supporting information, (2020/05/25)

The syntheses of imines by oxidative coupling of primary alcohols and amines were achieved by using 2 molpercent polyoxometalate (POM) Na12[WZn3(H2O)2(ZnW9O34)2] (Zn–WZn3) catalyst in the presence of t-BuOK and di-oxygen with excellent conversion (up to 100percent) and selectivity (up to 100percent). Non-noble metal-based POM catalyst in the presence of base represents a new reaction protocol for the selective synthesis of imine from both aromatic and aliphatic primary amines with functional group tolerance. Control experiment shows the formation of di-oxygen bind Zn–WZn3 activated species. The electron-density of POM is mostly situated on the surface oxygen atoms of W–O–W bonds which can engage the alcoholic OH group and helps for the imine selectivity in the second step of imine synthesis.

Copper-Catalyzed Asymmetric Arylation of N-Heteroaryl Aldimines: Elementary Step of a 1,4-Insertion

Wu, Chunlin,Qin, Xurong,Moeljadi, Adhitya Mangala Putra,Hirao, Hajime,Zhou, Jianrong Steve

supporting information, p. 2705 - 2709 (2019/02/06)

Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N?C=N in the N-azaaryl aldimines.

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