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2-(4-bromophenyl)acetamide, also known as 1-(4-bromophenyl)ethanone-1-amine, is a chemical compound with the molecular formula C8H8BrNO. It is characterized by its white, crystalline, and odourless solid appearance. The chemical structure of 2-(4-bromophenyl)acetamide features an acetamide group attached to a 4-bromophenyl group. It is primarily synthesized in a laboratory by reacting 4-bromophenylacetic acid with an appropriate amine. Although it has various beneficial applications in science and industry, 2-(4-bromophenyl)acetamide is not a naturally occurring substance and is not typically found in household products.

74860-13-2

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74860-13-2 Usage

Uses

Used in Pharmaceutical Production:
2-(4-bromophenyl)acetamide is used as an intermediate in the synthesis of various pharmaceuticals. Its chemical structure allows it to be a key component in the development of drugs that target specific biological pathways or receptors, potentially leading to the creation of new therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 2-(4-bromophenyl)acetamide serves as a valuable compound for studying the properties and reactions of amide and bromophenyl groups. It can be used to investigate the effects of structural modifications on the reactivity and stability of related compounds, contributing to the advancement of organic chemistry.
Used in Industrial Applications:
2-(4-bromophenyl)acetamide may also find use in certain industrial processes, where its unique chemical properties can be harnessed for specific purposes. For example, it could be employed as a starting material for the production of specialty chemicals or as a component in the formulation of certain materials with desired properties, such as improved thermal stability or enhanced reactivity.

Check Digit Verification of cas no

The CAS Registry Mumber 74860-13-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,8,6 and 0 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 74860-13:
(7*7)+(6*4)+(5*8)+(4*6)+(3*0)+(2*1)+(1*3)=142
142 % 10 = 2
So 74860-13-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H8BrNO/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5H2,(H2,10,11)

74860-13-2SDS

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 2-(4-bromophenyl)acetamide

1.2 Other means of identification

Product number -
Other names (4-Brom-phenyl)-essigsaeure-amid

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:74860-13-2 SDS

74860-13-2Relevant academic research and scientific papers

Hydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism

Babón, Juan C.,Esteruelas, Miguel A.,López, Ana M.,O?ate, Enrique

, p. 7284 - 7296 (2021/05/29)

The hexahydride OsH6(PiPr3)2 competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2, which have been isolated and fully characterized for R = iPr and tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these experimental findings and density functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2 dissociate the carbonyl group of the chelate to afford κ1-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water molecule to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ1-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves Cnitrile···O-H···Namidate interactions. Before the attack, the free carbonyl group of the κ1-N-amidate ligand fixes the water molecule in the vicinity of the C(sp) atom of the nitrile.

A CO2-mediated base catalysis approach for the hydration of triple bonds in ionic liquids

Han, Buxing,Ke, Zhengang,Li, Ruipeng,Liu, Zhimin,Tang, Minhao,Wang, Yuepeng,Zeng, Wei,Zhang, Fengtao,Zhao, Yanfei

supporting information, p. 9870 - 9875 (2021/12/27)

Herein, we report a CO2-mediated base catalysis approach for the activation of triple bonds in ionic liquids (ILs) with anions that can chemically capture CO2 (e.g., azolate, phenolate, and acetate), which can achieve hydration of triple bonds to carbonyl chemicals. It is discovered that the anion-complexed CO2 could abstract one proton from proton resources (e.g., IL cation) and transfer it to the CN or CC bonds via a six-membered ring transition state, thus realizing their hydration. In particular, tetrabutylphosphonium 2-hydroxypyridine shows high efficiency for hydration of nitriles and CC bond-containing compounds under a CO2 atmosphere, affording a series of carbonyl compounds in excellent yields. This catalytic protocol is simple, green, and highly efficient and opens a new way to access carbonyl compounds via triple bond hydration under mild and metal-free conditions.

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Jung, Hui Jin,Nam, Eun Hye,Park, Jin Young,Ghosh, Prithwish,Kim, In Su

supporting information, (2021/02/26)

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

Ti-superoxide catalyzed oxidative amidation of aldehydes with saccharin as nitrogen source: Synthesis of primary amides

Kamble, Rohit B.,Mane, Kishor D.,Rupanawar, Bapurao D.,Korekar, Pranjal,Sudalai,Suryavanshi, Gurunath

, p. 724 - 728 (2020/01/23)

A new heterogeneous catalytic system (Ti-superoxide/saccharin/TBHP) has been developed that efficiently catalyzes oxidative amidation of aldehydes to produce various primary amides. The protocol employs saccharin as amine source and was found to tolerate a wide range of substrates with different functional groups. Moderate to excellent yields, catalyst reusability and operational simplicity are the main highlights. A possible mechanism and the role of the catalyst in oxidative amidation have also been discussed.

Corresponding amine nitrile and method of manufacturing thereof

-

Paragraph 0138; 0139; 0140; 0147; 0148, (2018/05/07)

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

Efficient and selective nitrile hydration reactions in water catalyzed by an unexpected dimethylsulfinyl anion generated in situ from CsOH and DMSO

Chen, Haonan,Dai, Wujie,Chen, Yi,Xu, Qing,Chen, Jianhui,Yu, Lei,Zhao, Yajuan,Ye, Mingde,Pan, Yuanjiang

supporting information, p. 2136 - 2141 (2014/04/17)

Unexpected dimethylsulfinyl anions (I), generated in situ from the superbase system CsOH-DMSO, was found to be a highly active catalyst for controllable nitrile hydration reactions in water, which selectively afforded the versatile amides via interesting Cs-activated I-catalyzed direct and indirect hydration mechanisms involving an O-transfer process from DMSO onto the nitriles. the Partner Organisations 2014.

Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

Yoshimura, Akira,Middleton, Kyle R.,Luedtke, Matthew W.,Zhu, Chenjie,Zhdankin, Viktor V.

, p. 11399 - 11404 (2013/02/23)

Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.

Synthesis, characterization and cardioprotective activity of some novel benzotriazole and pyrazole derivatives

Gudaparthi, Vijayalakshmi,Bharathi,Panda, Jagadeesh

experimental part, p. 5323 - 5330 (2012/07/28)

A series of N-(1-(1H-benzo[d]) [1,2,3]triazol-1-yl)-2,2-dimethyl propyl)-2-(substituted phenyl) acetamide derivatives and methyl 5-((4- (2,5-disubstituted phenyl) furan-2 carboxylate derivatives are prepared from different substituted aryl carboxylic acids, phenyl acetic acid and cinnamic acid, respectively. All the synthesized compounds are investigated for cardioprotective activity by ischemia reperfusion method, while all the compounds show significant activity.

NEW BICYCLIC ANGIOTENSIN II AGONISTS

-

Page 39-40, (2010/02/07)

There is provided compounds of formula (I), wherein R1a, R1b, n, Y1, Y2, Y3, Y4, Z1, Z2, R2 and R3 have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful as selective agonists of the AT2 receptor, and thus, in particular, in the treatment of inter alia gastrointestinal conditions, such as dyspepsia, IBS and MOF, and cardiovascular disorders.

Solid phase synthesis of aryl amines via palladium catalyzed amination of resin-bound aromatic bromides

Ward, Yancey D.,Farina, Vittorio

, p. 6993 - 6996 (2007/10/03)

Polymer-bound aromatic bromides were found to readily undergo Pd-catalyzed amination with a number of primary and secondary alkyl- and arylamines to give, after cleavage from the support, a variety of arylamine products.

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