N-(3-Chlorophenyl)maleamic acid

Base Information

• Chemical Name: N-(3-Chlorophenyl)maleamic acid
• CAS No.: 18196-80-0
• Molecular Formula: C10H8ClNO3
• Molecular Weight: 225.631
• Hs Code.: 2924299090
• NSC Number: 62644
• Nikkaji Number: J1.109.207A
• Mol file: 18196-80-0.mol

Synonyms:18196-80-0;N-(3-CHLOROPHENYL)MALEAMIC ACID;(Z)-4-((3-Chlorophenyl)amino)-4-oxobut-2-enoic acid;(Z)-4-(3-chloroanilino)-4-oxobut-2-enoic acid;MFCD00020464;2-Butenoic acid, 4-[(3-chlorophenyl)amino]-4-oxo-, (2Z)-;(2Z)-4-[(3-chlorophenyl)amino]-4-oxobut-2-enoic acid;NSC62644;SCHEMBL22268618;STR05072;NSC-62644;AKOS000296107;CS-0117780;AB00077458-01;SR-01000580295;SR-01000580295-1;(Z)-4-Oxo-4-[(3-chlorophenyl)amino]-2-butenoic acid;2-Butenoic acid,4-[(3-chlorophenyl)amino]-4-oxo-,(2Z)-;(2Z)-3-[(3-CHLOROPHENYL)CARBAMOYL]PROP-2-ENOIC ACID

Chemical Property of N-(3-Chlorophenyl)maleamic acid

Chemical Property:

• Vapor Pressure: 2.1E-09mmHg at 25°C
• Melting Point: 197-198 °C
• Boiling Point: 463.9 °C at 760 mmHg
• Flash Point: 234.3 °C
• PSA: 66.40000
• Density: 1.448 g/cm³
• LogP: 1.99230
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.0192708
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

(Z)-4-((3-Chlorophenyl)amino)-4-oxobut-2-enoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)NC(=O)C=CC(=O)O
• Isomeric SMILES: C1=CC(=CC(=C1)Cl)NC(=O)/C=C\C(=O)O

Technology Process of N-(3-Chlorophenyl)maleamic acid

There total 2 articles about N-(3-Chlorophenyl)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: 97.0%

maleic anhydride (108-31-6) + 3-chloro-aniline (108-42-9) → (Z)-4-((3-chlorophenyl)amino)-4-oxobut-2-enoic acid (18196-80-0)

Guidance literature:

In diethyl ether; at 20 ℃;

Reference yield:

→ (Z)-4-((3-chlorophenyl)amino)-4-oxobut-2-enoic acid (18196-80-0)

Guidance literature:

m-Chlor-anilin, Maleinsaeureanhydrid, Ae.;

Reference yield: 90.0%

(Z)-4-((3-chlorophenyl)amino)-4-oxobut-2-enoic acid (18196-80-0) + 2-amino-benzenethiol (137-07-5) → N-(3-chlorophenyl)-2-(3-oxo-1,4-benzothiazin-2-yl) acetamide (106691-40-1)

Guidance literature:

In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1016/S0040-4020(01)90560-5

upstream raw materials:

maleic anhydride

3-chloro-aniline

Downstream raw materials:

2-(3-anilino-4-oxo-2-thioxo-thiazolidin-5-yl)-N-(3-chloro-phenyl)-acetamide

N-(3-chloro-phenyl)-2-[3-(4-methyl-anilino)-4-oxo-2-thioxo-thiazolidin-5-yl]-acetamide

(Z)-3-(3-Chloro-phenylcarbamoyl)-acrylic acid methyl ester

(Z)-3-(3-Chloro-phenylcarbamoyl)-acrylic acid propyl ester

Refernces

• 1、 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.
• 2、 Lee, Hye Sun,Yu, Ji Sook,Lee, Chang Kiu. "Substituent chemical shifts of N-arylsuccinanilic acids, N-arylsuccinimides, N-arylmaleanilic acids, and N-arylmaleimides". scheme or table. p. 711 - 715. Retrieved 2010/07/05.