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3-(2-Aminophenyl)propenoic acid methyl ester, also known as 2-Amino-3-phenylacrylic acid methyl ester, is a chemical compound with the molecular formula C10H11NO2. It is a methyl ester derivative of 2-Aminocinnamic acid and is commonly used in the synthesis of various pharmaceuticals and organic compounds. This chemical is a white to off-white crystalline powder with a melting point of around 82-85°C.
Used in Pharmaceutical Industry:
3-(2-Aminophenyl)propenoic acid methyl ester is used as a key intermediate for the production of drugs, contributing to the development of new medications and improving existing ones.
Used in Research Laboratories:
3-(2-Aminophenyl)propenoic acid methyl ester is used as a reagent in various synthetic processes, enabling researchers to create new compounds and explore their potential applications.
Used in Agrochemical Development:
3-(2-Aminophenyl)propenoic acid methyl ester is used as a building block in the development of agrochemicals, helping to create effective products for agricultural use.
Used in Dye Production:
3-(2-Aminophenyl)propenoic acid methyl ester is used as a precursor in the production of dyes, contributing to the creation of vibrant and stable colorants for various industries.
Used in Specialty Chemicals:
3-(2-Aminophenyl)propenoic acid methyl ester is used as a component in the development of specialty chemicals, enhancing the properties and performance of these unique compounds.

1664-62-6

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1664-62-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1664-62-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 4 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1664-62:
(6*1)+(5*6)+(4*6)+(3*4)+(2*6)+(1*2)=86
86 % 10 = 6
So 1664-62-6 is a valid CAS Registry Number.

1664-62-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-aminocinnamic acid methyl ester

1.2 Other means of identification

Product number -
Other names 3-(2-Aminophenyl)-2-propenoic acid methyl ester

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:1664-62-6 SDS

1664-62-6Relevant academic research and scientific papers

Preparation method of 3-(2-aminophenyl)-2-acrylate

-

, (2022/01/12)

The present invention relates to the field of pharmaceutical preparation technology, in particular a 3-(2-aminophenyl)-2-acrylate preparation method, comprising the following steps: 1) under the action of a base, o-nitrobenzaldehyde and malonate derivativ

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

Ghabdian, Mahdieh,Nasseri, Mohammad Ali,Allahresani, Ali,Motavallizadehkakhky, Alireza

, p. 1713 - 1728 (2018/05/25)

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

One-Pot, Three-Step Synthesis of Benzoxazinones via Use of the Bpin Group as a Masked Nucleophile

Larin, Egor M.,Torelli, Alexa,Loup, Joachim,Lautens, Mark

supporting information, p. 2720 - 2725 (2021/04/05)

The utilization of the Bpin group as a pronucleophile to facilitate the assembly of cyclic carbamates has been achieved. This one-pot process involves an initial copper-catalyzed borylation, a subsequent C-B bond oxidation to generate the reactive alcohol

Photoredox Catalysis toward 2-Sulfenylindole Synthesis through a Radical Cascade Process

Betim, Hugo L. I.,Campos Delgado, Jose Antonio,Corrêa, Arlene G.,Kisukuri, Camila M.,Paix?o, Márcio W.,Santos, Marilia S.

supporting information, p. 4266 - 4271 (2020/06/27)

A radical cascade process initiated through visible-light induced thiyl radical coupling with ortho-substituted arylisocianides followed by an intramolecular cyclization and subsequent aromatization to access 2-sulfenylindoles is described. The key thiyl radicals are promptly generated via a hydrogen atom transfer event. The redox-neutral protocol features broad substrate scope, excellent functional group tolerance, and mild reaction conditions. Furthermore, the implementation of a continuous flow variant allows smooth scalability with a short residence time through process intensification.

Synthesis and characterization of mesoporous organosilica supported palladium (SBA-Pr-NCQ-Pd) as an efficient nanocatalyst in the Mizoroki–Heck coupling reaction

Moradi, Razieh,Mohammadi Ziarani, Ghodsi,Badiei, Alireza,Mohajer, Fatemeh

, (2020/10/02)

In the present study, the modification of a mesoporous organosilica nanocomposite SBA-15 (Santa Barbara Amorphous 15) was carried out in two steps, first through the surface functionalization of SBA-Pr-NH2 with 2-chloroquinoline-3-carbaldehyde to form SBA-Pr-NCQ, and then through a post-modification process with palladium ions. The target nanocompound structure of SBA-Pr-NCQ-Pd was characterized by different techniques (thermogravimetric analysis, X-ray diffraction, scanning electron microscopy, Energy-dispersive X-ray spectroscopy (EDX), and Fourier transform infrared spectroscopy). The catalytic performance of the porous inorganic–organic hybrid nanocomposite (SBA-Pr-NCQ-Pd) in one of the most important carbon–carbon bond-forming processes, the Mizoroki–Heck coupling reaction of aryl halides and methacrylate in water/ethanol media, was examined. Compared to previous reports, this protocol afforded some advantages, such as high yields of products, short reaction times, catalyst stability without leaching, simple methodology, easy workup, and greener conditions. Also, the nanocatalyst can be easily separated from the reaction mixture and reused several times without a significant decrease in activity and promises economic as well as environmental benefits.

Copper-Catalyzed Dihydroquinolinone Synthesis from Isocyanides and O-Benzoyl Hydroxylamines

Yang, Zhen,Jiang, Kun,Chen, Ying-Chun,Wei, Ye

, p. 3725 - 3734 (2019/03/20)

A copper-catalyzed protocol has been realized for the rapid assembly of dihydroquinolinones from readily accessible isocyanides and O-benzoyl hydroxylamines. The reactions (10 mol % of CuOAc, 10 mol % of dppe, 3 equiv of PhONa, 30 °C) deliver various stru

Probing the Evolution of Palladium Species in Pd@MOF Catalysts during the Heck Coupling Reaction: An Operando X-ray Absorption Spectroscopy Study

Yuan, Ning,Pascanu, Vlad,Huang, Zhehao,Valiente, Alejandro,Heidenreich, Niclas,Leubner, Sebastian,Inge, A. Ken,Gaar, Jakob,Stock, Norbert,Persson, Ingmar,Martín-Matute, Belén,Zou, Xiaodong

supporting information, p. 8206 - 8217 (2018/06/22)

The mechanism of the Heck C-C coupling reaction catalyzed by Pd@MOFs has been investigated using operando X-ray absorption spectroscopy (XAS) and powder X-ray diffraction (PXRD) combined with transmission electron microscopy (TEM) analysis and nuclear magnetic resonance (1H NMR) kinetic studies. A custom-made reaction cell was used, allowing operando PXRD and XAS data collection using high-energy synchrotron radiation. By analyzing the XAS data in combination with ex situ studies, the evolution of the palladium species is followed from the as-synthesized to its deactivated form. An adaptive reaction mechanism is proposed. Mononuclear Pd(II) complexes are found to be the dominant active species at the beginning of the reaction, which then gradually transform into Pd nanoclusters with 13-20 Pd atoms on average in later catalytic turnovers. Consumption of available reagent and substrate leads to coordination of Cl- ions to their surfaces, which causes the poisoning of the active sites. By understanding the deactivation process, it was possible to tune the reaction conditions and prolong the lifetime of the catalyst.

Recycled Pd/C-Catalyzed Heck Reaction of 2-Iodoanilines under Ligand-Free Conditions

Zhou, Xiao-Yu,Chen, Xia,Wang, Liang-Guang

supporting information, p. 5364 - 5370 (2017/12/14)

Recyclable Pd/C-catalyzed Heck reaction of 2-iodoanilines with acrylate has been developed. The reaction occurred readily in 1,4-dioxane using Pd/C (10 wt%) as catalyst under ligand-free conditions, and the cross-coupling products were obtained with medium to high yield. Gram-scale reactions and recycling of the catalyst were also demonstrated.

Substrate-Controlled Transformation of Azobenzenes to Indazoles and Indoles via Rh(III)-Catalysis

Cai, Shangjun,Lin, Songyun,Yi, Xiangli,Xi, Chanjuan

, p. 512 - 520 (2017/04/26)

Rh(III)-catalyzed substrate-controlled transformation of azobenzenes to indazoles and 2-acyl (NH) indoles is achieved via C-H functionalization. Generally, good functional groups tolerance, satisfying yields, and excellent regio-selectivity are achieved in this reaction. Mechanistically, the reaction with acrylates undergoes β-hydride elimination, while the reaction with vinyl ketones or acrylamides undergoes nucleophilic addition. Copper acetate was supposed to play different roles in the β-hydride elimination to furnish indazoles and nucleophilic addition of C-Rh bond to deliver 2-acyl (NH) indoles.

In vitro synergistic anticancer activity of the combination of T-type calcium channel blocker and chemotherapeutic agent in A549 cells

Byun, Joon Seok,Sohn, Joo Mi,Leem, Dong Gyu,Park, Byeongyeon,Nam, Ji Hye,Shin, Dong Hyun,Shin, Ji Sun,Kim, Hyoung Ja,Lee, Kyung-Tae,Lee, Jae Yeol

, p. 1073 - 1079 (2016/07/26)

As a result of our continuous research, new 3,4-dihydroquinazoline derivative containing ureido group, KCP10043F was synthesized and evaluated for T-type Ca2+channel (Cav3.1) blockade, cytotoxicity, and cell cycle arrest against huma

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