4-(Benzoylamino)benzoic acid

Base Information

• Chemical Name: 4-(Benzoylamino)benzoic acid
• CAS No.: 582-80-9
• Molecular Formula: C14H11NO3
• Molecular Weight: 241.246
• Hs Code.: 2924299090
• European Community (EC) Number: 873-956-7
• NSC Number: 74676
• DSSTox Substance ID: DTXSID10291285
• Nikkaji Number: J95.763A
• Wikidata: Q82029195
• ChEMBL ID: CHEMBL71186
• Mol file: 582-80-9.mol

Synonyms:4-(benzoylamino)benzoic acid;4-benzamidobenzoic acid;582-80-9;Benzoic acid, 4-(benzoylamino)-;4-benzoylaminobenzoic acid;MFCD00451153;NSC 74676;Benzoic Acid deriv. 14;SR-01000391094;p-benzamidobenzoic acid;4-Benzoylamino-benzoic acid;Oprea1_712592;p-(Benzoylamino)benzoic Acid;CHEMBL71186;4-(benzoylamino)-benzoic acid;BDBM4701;SCHEMBL3659600;DTXSID10291285;KUC112602N;KUC112830N;NSC74676;4-(phenylcarbonylamino) benzoic acid;NSC-74676;STK500697;4-[(phenylcarbonyl)amino]benzoic acid;AKOS000104543;KSC-315-086-A01;AM804083;DS-16572;KSC-334-001-;BB 0310052;CS-0036051;EN300-28937;A869486;J-513640;SR-01000391094-1;Z56177177

Chemical Property of 4-(Benzoylamino)benzoic acid

Chemical Property:

• Vapor Pressure: 1.72E-05mmHg at 25°C
• Boiling Point: 349.8°C at 760 mmHg
• Flash Point: 165.3°C
• PSA: 66.40000
• Density: 1.334g/cm³
• LogP: 2.71010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

98% ^*data from raw suppliers

p-(Benzoylamino)benzoicAcid ^*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)C(=O)O
• Uses: p-(Benzoylamino)benzoic Acid, is used in the synthesis of 8-substituted benzamido-phenylxanthine derivatives, acting as MAO-B inhibitors.

Technology Process of 4-(Benzoylamino)benzoic acid

There total 25 articles about 4-(Benzoylamino)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: 96.7%

benzoyl chloride (98-88-4) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → p-benzamidobenzoic acid (582-80-9)

Guidance literature:

4-amino-benzoic acid; With sodium carbonate; In water; pH=9.1;

benzoyl chloride; In water; at 20 ℃;

Reference yield: 94.0%

methyl 4-benzamidobenzoate (39799-73-0) → p-benzamidobenzoic acid (582-80-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 17h;

Reference yield: 91.0%

4-azidobenzoic acid (6427-66-3) + benzoic acid (65-85-0,8013-63-6) → p-benzamidobenzoic acid (582-80-9)

Guidance literature:

benzoic acid; With N-methylcyclohexylamine; isopropyl chloroformate; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;

With LiAlHSeH; In tetrahydrofuran; toluene; at 0 - 5 ℃; for 0.5h;

4-azidobenzoic acid; In tetrahydrofuran; toluene; at 25 ℃;

DOI:10.1021/jo061703n

upstream raw materials:

quinoline

benzoyl chloride

4-amino-benzoic acid

N-(4-methylphenyl)benzamide

Downstream raw materials:

4-benzamido-N-(3-nitro-4-(2-(phenylthio)ethylamino)phenylsulfonyl)benzamide

N-phenyl benzoyl amide

N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]benzamide

3-(4-benzoylamino-phenyl)-3-oxo-propionic acid ethyl ester

Refernces

• 1、 Iftikhar, Kiran,Murtaza, Shahzad,Kousar, Naghmana,Abbas, Aadil,Tahir, Muhammad Nawaz. "Aminobenzoic acid derivatives as antioxidants and cholinesterase inhibitors; synthesis, biological evaluation and molecular docking studies". . p. 385 - 396. Retrieved 2018/04/23.
• 2、 -. "Derivative with imidazopyridine, preparation method and application in medicine thereof". Paragraph 0192; 0195; 0196; 0197. . Retrieved 2017/08/24.