(Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate

Base Information

• Chemical Name: (Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate
• CAS No.: 18529-17-4
• Molecular Formula: C12H14FNO2
• Molecular Weight: 223.247
• Hs Code.: 2922499990
• European Community (EC) Number: 681-559-3
• Nikkaji Number: J2.249.334E
• Mol file: 18529-17-4.mol

Synonyms:Ethyl 3-(4-fluoroanilino)crotonate;18529-17-4;(Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate;ethyl (2Z)-3-[(4-fluorophenyl)amino]but-2-enoate;AKOS025116960;AS-81578;(Z)-Ethyl3-((4-fluorophenyl)amino)but-2-enoate

Chemical Property of (Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate

Chemical Property:

• Vapor Pressure: 0.000739mmHg at 25°C
• Melting Point: 45 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.557
• Boiling Point: 307.1°Cat760mmHg
• PKA: 0.65±0.70(Predicted)
• Flash Point: 139.5°C
• PSA: 38.33000
• Density: 1.159g/cm³
• LogP: 2.77750
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.10085685
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 3-(4-FLUOROANILINO)CROTONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate

There total 2 articles about (Z)-Ethyl 3-((4-fluorophenyl)amino)but-2-enoate 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: 87.0%

ethyl acetoacetate (141-97-9) + 4-fluoroaniline (371-40-4) → ethyl 3-(N-4-fluorophenyl)aminobut-2-enoate (18529-17-4)

Guidance literature:

With L-proline; at 20 ℃; for 0.0833333h; chemoselective reaction; neat (no solvent);

Reference yield:

→ ethyl 3-(N-4-fluorophenyl)aminobut-2-enoate (18529-17-4)

Guidance literature:

4-Fluor-anilin, Acetessigsaeure-aethylester, 20grad, 48h;

Reference yield: 57.0%

ethyl 3-(N-4-fluorophenyl)aminobut-2-enoate (18529-17-4) + 1,3,3,3-tetrafluoro-2-methoxycarbonyl-1-propenylsulfenyl chloride (89563-11-1) → ethyl 3-(4-fluorophenyl)-4-methyl-2-(2,2,2-trifluoro-1-methoxycarbonylethylidene)-2,3-dihydrothiazole-5-carboxylate

Guidance literature:

In chloroform; at 20 - 25 ℃; for 20h;

DOI:10.1023/A:1013098921520

upstream raw materials:

ethyl acetoacetate

4-fluoroaniline

Downstream raw materials:

ethyl 1-(4-fluorophenyl)-5-hydroxy-2-methylindole-3-carboxylate

ethyl 1-(4-fluorophenyl)-5-methoxy-2-methylindole-3-carboxylate

ethyl 4-amino-1-(4-fluorophenyl)-5-methoxy-2-methylindole-3-carboxylate

ethyl 1-(4-fluorophenyl)-5-methoxy-2-methyl-4-nitroindole-3-caroxylate

Refernces

• 1、 Gupta, Annah,Kaur, Ramneet,Singh, Deepika,Kapoor, Kamal K.. "Graphene oxide: A carbocatalyst for the one-pot multicomponent synthesis of highly functionalized tetrahydropyridines". . p. 2583 - 2587. Retrieved 2017/06/13.
• 2、 Luo, Wei,Liu, Yang,Wang, Jian,Guo, Chun,Lu, Wei-Qiang,Cui, Kun-Qiang. "N1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors". . p. 3073 - 3079,7. Retrieved 2020/08/20.