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Ethyl 3-(benzylamino)but-2-enoate, also known as ethyl 3-(phenylmethylamino)but-2-enoate, is a chemical compound with the molecular formula C13H17NO2. It is a yellowish liquid that serves as an intermediate in the synthesis of pharmaceutical drugs and other organic compounds. As a derivative of the amino acid tyrosine, it is also utilized as a reagent in chemical reactions to introduce the benzylamino group into various organic molecules. Additionally, it finds application as a flavoring agent in the food and beverage industry.

1020-67-3

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1020-67-3 Usage

Uses

Used in Pharmaceutical Research:
Ethyl 3-(benzylamino)but-2-enoate is used as an intermediate in the preparation of pharmaceutical drugs. Its unique chemical structure allows for the development of new drug candidates with potential therapeutic applications.
Used in Organic Synthesis:
As a reagent in chemical reactions, Ethyl 3-(benzylamino)but-2-enoate is used to introduce the benzylamino group into various organic molecules. This property makes it a valuable tool in the synthesis of complex organic compounds and the development of new chemical entities.
Used in the Food and Beverage Industry:
Ethyl 3-(benzylamino)but-2-enoate is used as a flavoring agent in the food and beverage industry. Its unique taste and aroma profile contribute to the development of innovative and appealing flavors for a wide range of products.

Check Digit Verification of cas no

The CAS Registry Mumber 1020-67-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,2 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1020-67:
(6*1)+(5*0)+(4*2)+(3*0)+(2*6)+(1*7)=33
33 % 10 = 3
So 1020-67-3 is a valid CAS Registry Number.
InChI:InChI=1/C13H17NO2/c1-3-16-13(15)9-11(2)14-10-12-7-5-4-6-8-12/h4-9,14H,3,10H2,1-2H3/b11-9+

1020-67-3SDS

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 Ethyl 3-(benzylamino)but-2-enoate

1.2 Other means of identification

Product number -
Other names ethyl 3-benzylamino-2-butenoate

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:1020-67-3 SDS

1020-67-3Relevant academic research and scientific papers

A new copper-based metal-organic framework as a promising heterogeneous catalyst for chemo- and regio-selective enamination of β-ketoesters

Zhao, Ying,Deng, Dong-Sheng,Ma, Lu-Fang,Ji, Bao-Ming,Wang, Li-Ya

, p. 10299 - 10301 (2013)

Assembly of 5-nitro-1,2,3-benzenetricarboxylic acid (H3nbta) with CuII in the presence of 1,3-bis(1,2,4-triazol-1-yl)propane (1,3-btp) leads to a new metal-organic framework, [Cu(Hnbta)(1,3-btp)] ·2H2O (A1), which is shown to be an efficient and recyclable heterogeneous catalyst for enamination of β-ketoesters with excellent product yields and selectivity.

K-10 clay as a reusable catalyst for the solvent-free, MW-induced synthesis of enaminones

Marvi, Omid,Giahi, Masoud,Ayub, Pouran Pur,Nikpasand, Mohammad

, p. 921 - 926 (2014)

A series of β-amino-a,β-unsaturated ketones and esters were synthesized in good to excellent yields from the reaction of different amines with 1,3-dicarbonyl compounds in solvent-free media using montmorillonite K-10 clay as.

Cerium(III) chloride heptahydrate (CeCl3·7H2O) as an efficient enamination catalyst in aqueous media

Khodaei,Khosropour,Kookhazadeh

, p. 1445 - 1448 (2005)

Cerium(III) chloride heptahydrate CeCl3·H2O catalyzes enamination of β-dicarbonyl compounds with primary amines in aqueous medium at room temperature to afford the corresponding β-enamino ketones with high chemoselectivity.

Fabrication of Ag/γ-Fe2O3@TiO2 hollow magnetic core-shell nanospheres as highly efficient catalysts for the synthesis of β-enaminones

Huo, Hongfei,Li, Xinzhe,Zhou, Xingchun,Jiao, Lixin,Zhao, Shiling,Zhang, Le,Li, Wenzhu,Li, Shuwen,Li, Rong

, p. 73612 - 73618 (2015)

Herein, we describe a method to prepare hollow magnetic mesoporous sphere catalysts (Ag/γ-Fe2O3@meso-TiO2). The core-shell strategy efficiently prevents the aggregation of Ag NPs in the high temperature calcination process and the leaching of Ag NPs for the catalytic reaction in the liquid phase. The catalyst is characterized by TEM, XRD and ICP-AES. Moreover, the catalyst exhibited improved activity for the synthesis of β-enaminones, and it could be easily recovered by an external magnet from the reaction mixture and recycled five times without any significant loss in activity.

Iodine-Promoted Construction of Polysubstituted 2,3-Dihydropyrroles from Chalcones and β-Enamine Ketones (Esters)

Li, Yujin,Xu, Hui,Xing, Mengming,Huang, Fang,Jia, Jianhong,Gao, Jianrong

, p. 3690 - 3693 (2015)

A novel approach for the synthesis of a variety of polysubstituted trans-2,3-dihydropyrroles from a wide range of chalcones and β-enamine ketones (esters) via iodine-promoted tandem Michael/cyclization sequence has been developed, affording the desired products in moderate to excellent yields. This methodology is a highly efficient, convenient way to access functionalized 2,3-dihydropyrroles from readily accessible substrates under mild reaction conditions.

Zeolite (ZSM-5) as a highly efficient and heterogeneous catalyst for the synthesis of β-Enaminones and β-Enamino esters

Shekhar, Amiya,Pathak, Devendra Deo

, p. 1632 - 1637 (2011)

Several β-enaminones and β-enaminoesters have been synthesized in high yields from amine and β-diketone in the presence of Zeolite (ZSM-5) as a catalyst. This method is applicable to both cyclic and acyclic ketones with aromatic and aliphatic amines. Copyright E-Journal of Chemistry 2004-2011.

Synthesis, spectral and structural characterization of cobalt(III) dithiocarbamato complexes: Catalytic application for the solvent free enamination reaction

Bharati, Pooja,Bharti,Nath,Bharty,Butcher,Singh

, p. 375 - 385 (2015)

The syntheses, spectral, structural and catalytic properties of some new cobalt(III) complexes, [Co(mpcdt)3] (1), [Co(ppcdt)3] (2) and [Co(mppcdt)3]·0.25CHCl3 (3), derived from 4-methyl piperazine-1-carbodithioate (mpcdt), 4-phenyl piperazine-1-carbodithioate (ppcdt) and 4-(2-methoxyphenyl) piperazine-1-carbodithioate (mppcdt) have been described. A series of β-enaminoesters and β-enaminones were obtained in about 90% yield by the reactions of β-ketoesters and 1,3-diketones with aliphatic and aromatic amines using 1-2 mol% of the above cobalt(III) complexes as catalysts and these have been characterized by NMR, GC-MS and X-ray crystallography. Complexes 1, 2 and 3 are stabilized by intermolecular C-H?S interactions, leading to the formation of supramolecular architectures. Thermogravimetric analysis of complexes 1 and 2 have been investigated by TG-DTA, which indicate that cobalt sulfide is formed as the final product.

Enamination of β-dicarbonyl compounds catalyzed by CeCl 3·7H2O at ambient conditions: Ionic liquid and solvent-free media

Khodaei, Mohammad Mehdi,Khosropour, Ahmad Reza,Kookhazadeh, Mehdi

, p. 1980 - 1984 (2004)

Enamination of a wide various primary amines was successfully carried out in the presence of catalytic amounts of cerium chloride heptahydrate in ionic liquid and solvent-free conditions as 'green' media under mild reaction conditions.

Solvent-free and efficient synthesis of highly functionalized cyclohexa-1,3-diene derivatives via a novel one-pot three-component reaction

Alizadeh, Abdolali,Rezvanian, Atieh,Mokhtari, Javad

, p. 3491 - 3495 (2011)

A catalyst-free and convenient approach for the preparation of cyclohexa-1,3-dienecarboxylate derivatives is described. This three-component reaction between primary amines, alkyl acetoacetate, and dibenzylideneacetone proceeds under solvent-free condition in good to excellent yields. Georg Thieme Verlag Stuttgart.

Lead derivatization of ethyl 6-bromo-2-((dimethylamino)methyl)-5-hydroxy-1-phenyl-1H-indole-3-carboxylate and 5-bromo-2-(thiophene-2-carboxamido) benzoic acid as FabG inhibitors targeting ESKAPE pathogens

Varakala, Saiprasad Dasugari,Reshma, Rudraraju Srilakshmi,Schnell, Robert,Dharmarajan, Sriram

, (2021/11/26)

Our previous studies on FabG have identified two compounds 5-bromo-2-(thiophene-2-carboxamido) benzoic acid (A) and ethyl 6-bromo-2-((dimethylamino)methyl)-5-hydroxy-1-phenyl-1H-indole-3-carboxylate(B) as best hits with allosteric mode of inhibition. FabG is an integral part of bacterial fatty acid biosynthetic system FAS II shown to be an essential gene in most ESKAPE Pathogens. The current work is focussed on lead expansion of these two hit molecules which ended up with forty-three analogues (twenty-nine analogues from lead compound A and fourteen compounds from lead compound B). The enzyme inhibition studies revealed that compound 15 (effective against EcFabG, AbFabG, StFabG, MtFabG1) and 19 (inhibiting EcFabG and StFabG) had potency of broad-spectrum inhibition on FabG panel.

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