4-[(4-Chlorobenzyl)amino]benzoic acid

Base Information

• Chemical Name: 4-[(4-Chlorobenzyl)amino]benzoic acid
• CAS No.: 63759-94-4
• Molecular Formula: C14H12ClNO2
• Molecular Weight: 261.708
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID40398332
• Wikidata: Q82200232
• ChEMBL ID: CHEMBL285716
• Mol file: 63759-94-4.mol

Synonyms:4-[(4-chlorobenzyl)amino]benzoic acid;63759-94-4;4-[(4-chlorophenyl)methylamino]benzoic Acid;4-((4-Chlorobenzyl)amino)benzoic acid;4-{[(4-chlorophenyl)methyl]amino}benzoic acid;Oprea1_275265;CHEMBL285716;SCHEMBL11246224;DTXSID40398332;QIANQKPXNXBLNW-UHFFFAOYSA-N;STK280254;4-((4-Chlorobenzyl)amino)benzoicacid;AKOS001153255;SB81692;4[(4-chlorobenzyl)-amino]-benzoic acid;NCGC00320066-01;4-[(4-chlorobenzyl)-amino]-benzoic acid;EU-0029845;AB01261603-03;AN-465/41988476;SR-01000093483;SR-01000093483-1;Z57326436

Chemical Property of 4-[(4-Chlorobenzyl)amino]benzoic acid

Chemical Property:

• Boiling Point: 442.7±30.0 °C(Predicted)
• PKA: 4.70±0.10(Predicted)
• PSA: 49.33000
• Density: 1.348±0.06 g/cm3(Predicted)
• LogP: 3.72330
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 261.0556563
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

4-[(4-Chlorobenzyl)amino]benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CNC2=CC=C(C=C2)C(=O)O)Cl

Technology Process of 4-[(4-Chlorobenzyl)amino]benzoic acid

There total 7 articles about 4-[(4-Chlorobenzyl)amino]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: 81.0%

ethyl 4-{[(4-chlorophenyl)methyl]amino}benzoate (64288-19-3) → 4-((4-chlorobenzyl)amino)benzoic acid (63759-94-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 5h; Heating;

DOI:10.1021/jm00364a009

Reference yield: 78.0%

4-chlorobenzaldehyde (104-88-1) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + toluene-4-sulfonic acid (104-15-4) → 4-((4-chlorobenzyl)amino)benzoic acid (63759-94-4)

Guidance literature:

In ethanol; water; benzene;

Reference yield: 70.0%

4-chlorobenzaldehyde (104-88-1) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-((4-chlorobenzyl)amino)benzoic acid (63759-94-4)

Guidance literature:

With 2-picoline borane complex; In methanol; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.09.053

upstream raw materials:

ethyl 4-{[(4-chlorophenyl)methyl]amino}benzoate

4-chlorobenzaldehyde

p-aminoethylbenzoate

ethyl 4-((4-chlorobenzylidene)amino)benzoate

Downstream raw materials:

4-((((9H-fluoren-9-yl)methoxy)carbonyl)(4-chlorobenzyl)amino)benzoic acid

Refernces

• 1、 Albright,DeVries,Largis,Miner,Reich,Schaffer,Shepherd,Upeslacis. "Potential antiatherosclerotic agents. 2. (Aralkylamino)- and (alkylamino)benzoic acid analogues of cetaben". . p. 1378 - 1393. Retrieved 2007/10/02.