2-[(4-Chlorophenyl)carbamoyl]benzoic acid

Base Information

• Chemical Name: 2-[(4-Chlorophenyl)carbamoyl]benzoic acid
• CAS No.: 7142-94-1
• Molecular Formula: C14H10 Cl N O3
• Molecular Weight: 275.691
• Hs Code.: 2924299090
• European Community (EC) Number: 666-159-9
• NSC Number: 42130
• DSSTox Substance ID: DTXSID30285520
• Nikkaji Number: J1.017.373F
• Wikidata: Q82020922
• ChEMBL ID: CHEMBL90025
• Mol file: 7142-94-1.mol

Synonyms:7142-94-1;2-[(4-chlorophenyl)carbamoyl]benzoic acid;N-(4-Chloro-phenyl)-phthalamic acid;N-(4-Chlorophenyl)phthalamic acid;Benzoic acid, 2-[[(4-chlorophenyl)amino]carbonyl]-;2-((4-chlorophenyl)carbamoyl)benzoic acid;Phthalanilic acid, 4'-chloro-;NSC42130;4'-chlorophthalanilic acid;Oprea1_097838;Oprea1_200234;CHEMBL90025;IFLab1_003250;SCHEMBL7820643;DTXSID30285520;N-(p-Chlorophenyl)phthalamic acid;HMS1421D16;4-Chloro-1-N-phenylphthalamic acid;MFCD00029957;NSC-42130;STK259676;AKOS000269483;2-((4-chlorophenyl)carbamoyl)benzoicacid;EN300-235667;SR-01000359409;SR-01000359409-1;Z57124604;F0777-0792

Chemical Property of 2-[(4-Chlorophenyl)carbamoyl]benzoic acid

Chemical Property:

• Vapor Pressure: 1.31E-06mmHg at 25°C
• Boiling Point: 384.7°C at 760 mmHg
• Flash Point: 186.5°C
• PSA: 66.40000
• Density: 1.43g/cm³
• LogP: 3.36350
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 275.0349209
• Heavy Atom Count: 19
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

2-((4-Chlorophenyl)carbamoyl)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)NC2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 2-[(4-Chlorophenyl)carbamoyl]benzoic acid

There total 5 articles about 2-[(4-Chlorophenyl)carbamoyl]benzoic 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: 95.0%

phthalic anhydride (85-44-9) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)phthalamic acid (7142-94-1)

Guidance literature:

at 135 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1016/S0960-894X(01)00540-6

Reference yield: 78.0%

N-(4-chlorophenyl)phthalamic acid methyl ester → N-(4-chlorophenyl)phthalamic acid (7142-94-1)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 1h;

DOI:10.1021/ja042984o

Reference yield:

Monomethyl phthalate (4376-18-5) → N-(4-chlorophenyl)phthalamic acid (7142-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / DIEA; PyBOP / dimethylformamide / 24 h / 60 °C

2: 78 percent / aq. NaOH / 1 h / 80 °C

With sodium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ja042984o

upstream raw materials:

phthalic anhydride

4-chloro-aniline

Monomethyl phthalate

Downstream raw materials:

2,3-Dihydro-3-hydroxy-2-(p-chlorophenyl)-1H-isoindol-1-one

Cr(C₆H₄COOCONHC₆H₄Cl)3

N-(4-chlorophenyl)phthalimide

Refernces

• 1、 Kumar, Padam Praveen,Reddy, Y. Dathu,Kumari, Y. Bharathi,Devi, B. Rama,Dubey. "An expeditious synthesis of imides from phthalic, maleic and succinic anhydrides and chemoselective C=C reduction of maleic amide esters". . p. 392 - 398. Retrieved 2014/05/06.
• 2、 Kumar, Padam Praveen,Rama Devi,Dubey. "A facile and green synthesis of N-substituted imides". . p. 1166 - 1171. Retrieved 2013/09/24.