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Benzenamine, 4-methoxy-N-(phenylmethylene)-, (E)-, also known as 4-methoxy-alpha-methylbenzylideneamine or 4-methoxybenzaldehyde N-phenylmethyleneimine, is an organic compound with the chemical formula C15H15NO. It is a derivative of benzenamine (aniline), featuring a 4-methoxy group attached to the benzene ring and a phenylmethylene group (a phenyl group double-bonded to a methylene group) connected to the nitrogen atom. Benzenamine, 4-methoxy-N-(phenylmethylene)-, (E)- is characterized by its yellow crystalline appearance and is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Due to its reactivity, it is typically handled with care and stored under controlled conditions to prevent decomposition or unwanted reactions.

1613-90-7

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1613-90-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1613-90-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,1 and 3 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1613-90:
(6*1)+(5*6)+(4*1)+(3*3)+(2*9)+(1*0)=67
67 % 10 = 7
So 1613-90-7 is a valid CAS Registry Number.

1613-90-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methoxy-N-[(E)-phenylmethylidene]aniline

1.2 Other means of identification

Product number -
Other names 4-methoxy-N-[(E)-phenylmethylidene]aniline

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:1613-90-7 SDS

1613-90-7Relevant academic research and scientific papers

Direct synthesis of imines from gem-dibromomethylaryl derivatives: Application to unsymmetrically substituted bipyridine frameworks

Weibel, Nicolas,Charbonniere, Loic J.,Ziessel, Raymond F.

, p. 7876 - 7879 (2002)

An efficient methodology for the one-pot synthesis of imines is described starting from gem-dibromomethylaryl compounds and primary amines. The synthesis was applied to various aliphatic mono- and polyamines as well as to electron-rich anilines. The proto

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator

Guemundsson, Arnar,Manna, Srimanta,B?ckvall, Jan-E.

supporting information, p. 11819 - 11823 (2021/04/29)

Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.

A novel water-dispersible and magnetically recyclable nickel nanoparticles for the one-pot reduction-Schiff base condensation of nitroarenes in pure water

Ghamari Kargar, Pouya,Ravanjamjah, Asiye,Bagherzade, Ghodsieh

, p. 1916 - 1933 (2021/07/10)

In this work, a heterogeneous nanocatalyst called Ni-Fe3O4@Pectin~PPA ~ Piconal was first synthesized, which was investigated as a bifunctional catalyst containing nickel functional groups. On the other hand, this Ni-Fe3O4@Pectin~PPA ~ Piconal catalyst in aqueous solvents shows a very effective performance at ambient temperature for the nitroarene reduction reaction with sodium borohydride, for which NaBH4 is considered as a reducing agent. This is a novelty magnetic catalyst that was approved by various methods, including Fourier-transform infrared spectroscopy (FT-IR), X-ray powder diffraction (XRD), Dynamic light scattering (DLS), Transmission electron microscopy (TEM), vibrating sample magnetometer (VSM), Inductively coupled plasma (ICP), Energy-dispersive X-ray spectroscopy (EDX), and Field emission scanning electron microscopy (FESEM) analyses. From the satisfactory results obtained from the reduction of nitrogen, this catalytic system is used for a one-pot protocol containing a reduction-Schiff base concentration of diverse nitroarenes. It was corroborated with the heterogeneous catalytic experiments on the one-pot tandem synthesis of imines from nitroarenes and aldehydes. Finally, the novel Ni-Fe3O4@Pectin~PPA ~ Piconal catalyst could function as a more economically desirable and environmentally amicable in the catalysis field. The favorable products are acquired in good to high performance in the attendance of Ni-Fe3O4@Pectin~PPA ~ Piconal as a bifunctional catalyst. This catalyst can be recycled up to six steps without losing a sharp drop.

Sulfur-stabilised copper nanoparticles for the aerobic oxidation of amines to imines under ambient conditions

Martín-García, Iris,Díaz-Reyes, Gloria,Sloan, George,Moglie, Yanina,Alonso, Francisco

supporting information, p. 11312 - 11322 (2021/05/19)

The stabilisation of metal nanoparticles and control of their oxidation state are crucial factors in nanocatalysis. Elemental sulfur has been found to be a cheap and effective stabilising agent for copper nanoparticles in the form of copper(i) oxide. The

Photoredox-Catalyzed Four-Component Reaction for the Synthesis of Complex Secondary Amines

Kammer, Lisa Marie,Krumb, Matthias,Spitzbarth, Benjamin,Lipp, Benjamin,Kühlborn, Jonas,Busold, Jonas,Mulina, Olga M.,Terentev, Alexander O.,Opatz, Till

supporting information, p. 3318 - 3322 (2020/03/24)

The one-pot sulfonylation/aminoalkylation of styrene derivatives furnishing substituted ?3-sulfonylamines was accomplished through a photoredox-catalyzed four-component reaction. Besides one molecule of water and the sodium counterion of the sulfinate, all atoms of the starting materials are transferred to the final product, rendering this process highly atom-efficient. The operationally simple protocol allows for the simultaneous formation of three new single bonds (C-S, C-N, and C-C) and therefore grants rapid access to structurally diverse products.

Copper-Catalyzed Aerobic Oxidation of Amines to Benzothiazoles via Cross Coupling of Amines and Arene Thiolation Sequence

Kim, Jihyeon,Oh, Kyungsoo

supporting information, p. 3576 - 3582 (2020/08/05)

A one-pot three-component synthesis of benzothiazoles has been developed using the copper-catalyzed aerobic cross coupling of amines followed by arene thiolation using elemental sulfur. The dual roles of elemental sulfur and CuCl(OH)-TMEDA in the aerobic amine oxidation and the aniline thiolation enable the facile access to benzothiazole derivatives from readily available starting materials. The operational simplicity of the current promiscuous catalyst system suggests the high synthetic potential in the preparation of heterocyclic compounds. (Figure presented.).

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.

Catalytic Asymmetric γ-Lactam Synthesis from Enolisable Anhydrides and Imines

Collar, Aarón Gutiérrez,Trujillo, Cristina,Lockett-Walters, Bruce,Twamley, Brendan,Connon, Stephen J.

, p. 7275 - 7279 (2019/05/15)

An anion-binding approach to the problem of preparing enantioenriched γ-lactams from enolisable anhydrides and imines is reported. A simple bisurea catalyst promotes the cycloaddition between α-aryl succinic anhydrides and either PMP- or benzhydryl-protec

Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations

Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare

supporting information, p. 647 - 654 (2018/10/24)

Herein, we broaden the application scope of (cyclo-pentadienone)iron complexes 1 in C=N bond reduction. The catalytic scope of pre-catalyst 1b, which is more active than the “Kn?lker complex” (1a) and other members of its family, has been expanded to the catalytic transfer hydrogenation (CTH) of a wider range of aldimines and ketimines, either pre-isolated or generated in situ. The kinetics of 1b-promoted CTH of ketimine S1 were assessed, showing a pseudo-first order profile, with TOF = 6.07 h–1 at 50 % conversion. Moreover, the chiral complex 1c and its analog 1d were employed in the enantioselective reduction of ketimines and reductive amination of ketones, giving fair to good yields and moderate enantioselectivity.

Nucleophilic Imines and Electrophilic o-Quinone Methides, a Three-Component Assembly of Assorted 3,4-Dihydro-2 H-1,3-benzoxazines

Chen, Peishan Kc,Wong, Yuk Fai,Yang, Derek,Pettus, Thomas R. R.

supporting information, p. 7746 - 7749 (2019/10/11)

A one-pot method for joining three separate components leading to an assortment of N-substituted 3,4-dihydro-2H-1,3-benzoxazines is described. The method involves the addition of a Grignard reagent to an o-OBoc salicylaldehyde in the presence of an imine. With a variety of components, 15 examples are presented, including the diastereoselective incorporation of chiral imines.

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