Ethyl 3-anilinocrotonate

Base Information

• Chemical Name: Ethyl 3-anilinocrotonate
• CAS No.: 6287-35-0
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Hs Code.: 2922499990
• European Community (EC) Number: 228-518-4
• NSC Number: 8741
• Nikkaji Number: J2.356.756C
• Mol file: 6287-35-0.mol

Synonyms:Ethyl 3-anilinocrotonate;ethyl 3-anilinobut-2-enoate;6287-35-0;ethyl 3-(phenylamino)but-2-enoate;2-Butenoic acid, 3-(phenylamino)-, ethyl ester;Ethyl .beta.-anilinocrotonate;AI3-10029;Ethyl 3-(phenylamino)crotonate;Ethyl 3-(phenylamino)-2-butenoate;ethyl (E)-3-anilinobut-2-enoate;(E)-ethyl 3-(phenylamino)but-2-enoate;17469-23-7;3-ANILINOCROTONIC ACID ETHYL ESTER;NSC 8741;EINECS 228-518-4;Crotonic acid, 3-anilino-, ethyl ester;NSC8741;ethyl3-(phenylamino)but-2-enoate;NLGDIRPNWGZGLI-MDZDMXLPSA-N;AMY25163;NSC-8741;MFCD00026902;Ethyl (2E)-3-anilino-2-butenoate #;AI310029;AI3 10029;J-520852

Chemical Property of Ethyl 3-anilinocrotonate

Chemical Property:

• Appearance/Colour: oily liquid
• Vapor Pressure: 0.000685mmHg at 25°C
• Melting Point: 118-119°C 2mm
• Refractive Index: 1.5770
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 0.55±0.70(Predicted)
• Flash Point: 140.3 °C
• PSA: 38.33000
• Density: 1.089 g/cm³
• LogP: 2.63840
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

ETHYL 3-ANILINOCROTONATE ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C)NC1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)/C=C(\C)/NC1=CC=CC=C1

Technology Process of Ethyl 3-anilinocrotonate

There total 20 articles about Ethyl 3-anilinocrotonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

ethyl acetoacetate (141-97-9) + aniline (62-53-3) → ethyl 3-anilinocrotonate (6287-35-0)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; at 25 ℃; for 0.166667h; Neat (no solvent);

DOI:10.1007/BF03245892

Reference yield: 98.0%

ethyl acetoacetate (141-97-9) + aniline (62-53-3) → 3-phenylaminobut-2-enoic acid ethyl ester (6287-35-0,17469-23-7,66558-23-4)

Guidance literature:

indium(III) bromide; at 20 ℃; for 0.833333h;

DOI:10.1002/adsc.200505268

Reference yield: 89.0%

Ethyl 2-butynoate (4341-76-8) + aniline (62-53-3) → 3-phenylaminobut-2-enoic acid ethyl ester (6287-35-0,17469-23-7,66558-23-4)

Guidance literature:

With silver(I) triflimide; In dichloromethane; at 20 ℃; for 18h; regiospecific reaction; Sealed tube; Schlenk technique;

DOI:10.1002/adsc.201800621

upstream raw materials:

ethyl acetoacetate

aniline

p-toluenesulfonic acid monohydrate

acetoacetic acid methyl ester

Downstream raw materials:

diethyl 2,4,6-trimethyl-1-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

1-phenyl-2-methyl-3-ethoxycarbonyl-5-hydroxyindole

4-hydroxy-2-methylquinoline

2,6-Dimethyl-1-phenyl-4-pyridon-3-carbonsaeure

Refernces

• 1、 Bhatia, Harshita,Debroye, Elke,Dehaen, Wim,Dey, Swapan,Prakash, Prabhat,Singh, Rashmi. "Tandem Nenitzescu Reaction/Nucleophilic Aromatic Substitution to Form Novel Pyrido Fused Indole Frameworks". . p. 4865 - 4875. Retrieved 2021/09/22.
• 2、 Chen, Guoliang,Du, Fangyu,Sun, Wenjiao,Wang, Lihui,Wu, Chunfu,Yang, Cheng,Zhou, Qifan. "5-Hydroxyindole-based EZH2 inhibitors assembled via TCCA-catalyzed condensation and Nenitzescu reactions". . . Retrieved 2020/05/16.