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N-Benzyl 3-bromobenzamide is a chemical compound that features a benzyl group attached to a 3-bromobenzamide molecule. N-Benzyl 3-bromobenzamide is recognized for its stability and reactivity due to the benzyl group, and the 3-bromobenzamide part provides a platform for further chemical modifications. It is a versatile building block in organic synthesis, especially in the creation of pharmaceuticals and agrochemicals, and holds promise in drug discovery and development as a potential pharmacophore or chemical scaffold for new therapeutic agents. Moreover, it finds utility in the preparation of advanced materials and specialty chemicals. However, due to its potential hazardous properties, it should be handled with care in a controlled laboratory setting.

161258-41-9

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161258-41-9 Usage

Uses

Used in Pharmaceutical Industry:
N-Benzyl 3-bromobenzamide is used as a building block in the synthesis of pharmaceuticals for its potential as a pharmacophore or chemical scaffold, which aids in the development of new therapeutic agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, N-Benzyl 3-bromobenzamide serves as a key component in the synthesis of various agrochemicals, leveraging its reactivity and stability for effective pest control and crop protection.
Used in Advanced Materials and Specialty Chemicals:
N-Benzyl 3-bromobenzamide is utilized in the preparation of advanced materials and specialty chemicals, where its unique structural features contribute to the creation of innovative products with specific properties and applications.
Used in Organic Synthesis:
As a versatile building block in organic synthesis, N-Benzyl 3-bromobenzamide is used for the synthesis of a wide range of organic compounds, taking advantage of its reactivity and the opportunities for further functionalization it provides.

Check Digit Verification of cas no

The CAS Registry Mumber 161258-41-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,1,2,5 and 8 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 161258-41:
(8*1)+(7*6)+(6*1)+(5*2)+(4*5)+(3*8)+(2*4)+(1*1)=119
119 % 10 = 9
So 161258-41-9 is a valid CAS Registry Number.

161258-41-9SDS

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 N-Benzyl 3-bromobenzamide

1.2 Other means of identification

Product number -
Other names N-benzyl-3-bromobenzamide

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:161258-41-9 SDS

161258-41-9Downstream Products

161258-41-9Relevant academic research and scientific papers

Amidation of Aldehydes with Amines under Mild Conditions Using Metal-Organic Framework Derived NiO@Ni Mott-Schottky Catalyst

Goel, Bharat,Vyas, Ved,Tripathi, Nancy,Kumar Singh, Ajit,Menezes, Prashanth W.,Indra, Arindam,Jain, Shreyans K.

, p. 5743 - 5749 (2020/09/09)

Here we report a facile method for the synthesis of nickel oxide-nickel (NiO@Ni) Mott-Schottky catalyst employing metal-organic framework (MOF) as the precursor. A direct amidation protocol of aldehydes with amines has been optimized under mild conditions using NiO@Ni Mott-Schottky catalyst and it shows far better catalytic activity than the NiO?Ni nanoparticles prepared from simple Ni2+ salt under similar reaction conditions. The heterogeneous catalyst is robust, recyclable and efficient to provide comparable yield to costly ligand-based homogeneous Ni catalysts. The scope of the reaction protocol has been explored with variably substituted substrates. The reaction initiates by homolytic cleavage of peroxide and proceeds through radical mechanism.

An efficient transformation of methyl ethers and nitriles to amides catalyzed by Iron(III) perchlorate hydrate

Yin, Guibo,Yan, Bin,Chen, Junqing,Ji, Min

, p. 1355 - 1363 (2019/04/30)

An efficient and inexpensive synthesis of N-substituted amides from the reaction of nitriles with methyl ethers catalyzed by Fe(ClO4)3·H2O is described. Fe(ClO4)3·H2O is an economically efficient catalyst for the Ritter Reaction under solvent-free conditions. A range of methyl ethers (benzyl, sec-alkyl and tert-butyl ethers) were reacted with nitriles to provide the corresponding amides in high–excellent yields.

Hydrogen Bond Directed ortho-Selective C?H Borylation of Secondary Aromatic Amides

Bai, Shao-Tao,Bheeter, Charles B.,Reek, Joost N. H.

supporting information, p. 13039 - 13043 (2019/07/31)

Reported is an iridium catalyst for ortho-selective C?H borylation of challenging secondary aromatic amide substrates, and the regioselectivity is controlled by hydrogen-bond interactions. The BAIPy-Ir catalyst forms three hydrogen bonds with the substrate during the crucial activation step, and allows ortho-C?H borylation with high selectivity. The catalyst displays unprecedented ortho selectivities for a wide variety of substrates that differ in electronic and steric properties, and the catalyst tolerates various functional groups. The regioselective C?H borylation catalyst is readily accessible and converts substrates on gram scale with high selectivity and conversion.

A solid-supported arylboronic acid catalyst for direct amidation

Du, Yihao,Barber, Thomas,Lim, Sol Ee,Rzepa, Henry S.,Baxendale, Ian R.,Whiting, Andrew

supporting information, p. 2916 - 2919 (2019/03/27)

An efficient heterogeneous amidation catalyst has been prepared by co-polymerisation of styrene, DVB with 4-styreneboronic acid, which shows wide substrate applicability and higher reactivity than the equivalent homogeneous phenylboronic acid, suggesting potential cooperative catalytic effects. The catalyst can be easily recovered and reused; suitable for use in packed bed flow reactors.

FeCl2·4H2O catalyzed ritter reaction with nitriles and halohydrocarbons

Feng, Cheng-Liang,Yin, Gui-Bo,Yan, Bin,Chen, Jun-Qing,Ji, Min

, p. 345 - 353 (2019/02/12)

An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with various halohydrocarbons catalyzed by FeCl2·4H2O is described. FeCl2·4H2O economically efficiently catalyzed the Ritter reaction under solvent-free conditions. A range of halohydrocarbons (benzyl, tert-butyl and sec-alkyl halohydrocarbons) were coupled with nitriles to provide the corresponding amides in high to excellent yields.

Nickel-Catalyzed Phosphine Free Direct N-Alkylation of Amides with Alcohols

Das, Jagadish,Banerjee, Debasis

supporting information, p. 3378 - 3384 (2018/03/26)

Herein, we developed an operational simple, practical, and selective Ni-catalyzed synthesis of secondary amides. Application of renewable alcohols, earth-abundant and nonprecious nickel catalyst facilitates the transformations, releasing water as byproduct. The catalytic system is tolerant to a variety of functional groups including nitrile, allylic ether, and alkene and could be extended to the synthesis of bis-amide, antiemetic drug Tigan, and dopamine D2 receptor antagonist Itopride. Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step.

Synthesis of benzamides through direct condensation of carboxylic acids and amines in the presence of diatomite earth@IL/ZrCl4 under ultrasonic irradiation

Ahmadi, Masoumeh,Moradi, Leila,Sadeghzadeh, Masoud

, p. 7873 - 7889 (2018/09/27)

A green, rapid, mild and highly efficient pathway for the preparation of benzamide derivatives is reported. The reaction was performed through direct condensation of benzoic acids and amines under ultrasonic irradiation in the presence of Lewis acidic ionic liquid immobilized on diatomite earth (diatomite earth@IL/ZrCl4). A new, highly efficient and green solid acid catalyst was easily prepared via a two-step procedure and used as an effective reusable catalyst. The prepared catalyst provides active sites for the synthesis of benzamides. The advantages of this method are the use of a superior and recoverable catalyst, low reaction times, simple procedure, high-yielding and eco-friendly process and use of ultrasonic irradiation as a green and powerful technology. Since benzamides are used widely in the pharmaceutical, paper and plastic industries, and also as an intermediate product in the synthesis of therapeutic agents, the presented new synthetic methods for this type of compounds can be of considerable importance.

Fe(ClO 4) 3 ·h 2 O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles

Feng, Chengliang,Yan, Bin,Yin, Guibo,Chen, Junqing,Ji, Min

, p. 2257 - 2264 (2018/10/20)

An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with esters catalyzed by Fe(ClO 4) 3 ·H 2 O is described. Fe(ClO 4) 3 ·H 2 O is an economically efficient catalyst for the Ritter reaction under solvent-free conditions. Reactions of a range of esters (benzyl, sec-alkyl, and tert-butyl esters) with nitriles (primary, secondary, tertiary, and aryl nitriles) were performed to provide the corresponding amides in high to excellent yields.

Convenient synthesis of amides by Zn(ClO4)2·6H2O catalysed Ritter reaction with nitriles and halohydrocarbons

Feng, Chengliang,Yin, Guibo,Yan, Bin,Chen, Junqing,Ji, Min

supporting information, p. 383 - 386 (2018/08/21)

A convenient and high yielding procedure for the synthesis of amides by the Ritter reaction of nitriles and halohydrocarbons in the presence of Zn(ClO4)2·6H2O as a highly stable, effective and available catalyst is described.

Combination of gold and iridium catalysts for the synthesis of N-alkylated amides from nitriles and alcohols

Li, Feng,Ma, Juan,Lu, Lei,Bao, Xiaofeng,Tang, Wanying

, p. 1953 - 1960 (2015/04/27)

An alternative and efficient approach for the synthesis of N-alkylated amides from nitriles and alcohols was proposed and accomplished. By the combination of [(IPr)Au(NTf2)] (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene) and [CpIrCl2]2 (Cp = η5-pentamethylcyclopentadienyl), a series of nitriles were first hydrated to give amides, in which the resulting amides were further N-alkylated with a variety of alcohols as alkylating agents to afford N-alkylated amides with good to excellent yields. Compared with previous methods for the synthesis of N-alkylated amides from nitriles and alcohols as starting materials, this protocol could be accomplished with high atom economy under more environmentally benign conditions.

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