N-(4-Fluorophenyl)maleamic acid

Base Information

• Chemical Name: N-(4-Fluorophenyl)maleamic acid
• CAS No.: 780-05-2
• Molecular Formula: C10H8 F N O3
• Molecular Weight: 209.177
• Hs Code.: 2924299090
• NSC Number: 56659
• DSSTox Substance ID: DTXSID70364348
• Nikkaji Number: J800.938D
• Wikidata: Q82148263
• Mol file: 780-05-2.mol

Synonyms:N-(4-Fluorophenyl)maleamic acid;780-05-2;(Z)-4-(4-fluoroanilino)-4-oxobut-2-enoic acid;(Z)-4-((4-Fluorophenyl)amino)-4-oxobut-2-enoic acid;MFCD00082643;NSC56659;SCHEMBL3224667;(2Z)-4-[(4-fluorophenyl)amino]-4-oxobut-2-enoic acid;DTXSID70364348;N-(4-Fluorophenyl)maleamidic acid;NSC-56659;AKOS000272775;BS-9837;(2Z)-4-(4-Fluoroanilino)-4-oxobut-2-enoic acid;(Z)-4-((4-Fluorophenyl)amino)-4-oxobut-2-enoicacid;2-butenoic acid,4-[(4-fluorophenyl)amino]-4-oxo-,(2z)-

Chemical Property of N-(4-Fluorophenyl)maleamic acid

Chemical Property:

• Vapor Pressure: 2.03E-08mmHg at 25°C
• Melting Point: 207-209°C
• Boiling Point: 437.3°C at 760 mmHg
• Flash Point: 218.2°C
• PSA: 66.40000
• Density: 1.413g/cm³
• LogP: 1.47800
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 209.04882128
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

(2E)-4-[(4-Fluorophenyl)amino]-4-oxobut-2-enoicacid 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)C=CC(=O)O)F
• Isomeric SMILES: C1=CC(=CC=C1NC(=O)/C=C\C(=O)O)F

Technology Process of N-(4-Fluorophenyl)maleamic acid

There total 2 articles about N-(4-Fluorophenyl)maleamic acid 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: 93.0%

maleic anhydride (108-31-6) + 4-fluoroaniline (371-40-4) → (Z)-4-((4-fluorophenyl)amino)-4-oxobut-2-enoic acid (780-05-2,60252-79-1)

Guidance literature:

In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2011.04.066

Reference yield:

→ (Z)-4-((4-fluorophenyl)amino)-4-oxobut-2-enoic acid (780-05-2,60252-79-1)

Guidance literature:

Maleinsaeureanhydrid, p-Fluoranilin, CHCl3;

DOI:10.1016/S0022-1139(00)82546-4

Reference yield: 95.0%

(Z)-4-((4-fluorophenyl)amino)-4-oxobut-2-enoic acid (780-05-2,60252-79-1) → N-(4-fluorophenyl)maleimide (6633-22-3)

Guidance literature:

With sodium acetate; acetic anhydride; at 70 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/cmdc.201500271

upstream raw materials:

maleic anhydride

4-fluoroaniline

Downstream raw materials:

N-(4-fluorophenyl)maleimide

N-(4-fluorophenyl)succinamic acid methyl ester

N⁽¹⁾-(4-fluorophenyl)-N⁽⁴⁾-(pyridin-3-ylmethyl)maleamide

N⁽¹⁾-(4-fluorophenyl)-N⁽⁴⁾-(pyridin-3-ylmethyl)fumaramide

Refernces

• 1、 Premachandra, Ilandari Dewage Udara Anulal,Scott, Kevin A.,Shen, Chengtian,Wang, Fuqiang,Lane, Shelley,Liu, Haoping,Van Vranken, David L.. "Potent Synergy between Spirocyclic Pyrrolidinoindolinones and Fluconazole against Candida albicans". . p. 1672 - 1686. Retrieved 2015/10/06.
• 2、 Majce, Vita,Ko?evar, Marijan,Polanc, Slovenko. "A rapid and simple amine-catalyzed microwave-assisted isomerization of maleamides into fumaramides". supporting information; experimental part. p. 3287 - 3290. Retrieved 2011/06/28.