Ethyl 4-(4-chlorobenzylamino)-benzoate

Base Information

• Chemical Name: Ethyl 4-(4-chlorobenzylamino)-benzoate
• CAS No.: 64288-19-3
• Molecular Formula: C16H16ClNO2
• Molecular Weight: 289.762
• DSSTox Substance ID: DTXSID30354427
• Nikkaji Number: J3.663.855I
• Wikidata: Q82132551
• ChEMBL ID: CHEMBL28794

Synonyms:Ethyl 4-(4-chlorobenzylamino)-benzoate;64288-19-3;Oprea1_590177;CHEMBL28794;SCHEMBL11238983;DTXSID30354427;KMCKWPLCLFTTHO-UHFFFAOYSA-N;Benzoic acid, 4-[[(4-chlorophenyl)methyl]amino]-, ethyl ester;AKOS002654202;ethyl-4-(4-chlorobenzylamino)-benzoate;SR-01000410201;SR-01000410201-1

Chemical Property of Ethyl 4-(4-chlorobenzylamino)-benzoate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 289.0869564
• Heavy Atom Count: 20
• Complexity: 295

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)NCC2=CC=C(C=C2)Cl

Technology Process of Ethyl 4-(4-chlorobenzylamino)-benzoate

There total 5 articles about Ethyl 4-(4-chlorobenzylamino)-benzoate 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: 54.0%

4-chlorobenzaldehyde (104-88-1) + p-aminoethylbenzoate (94-09-7) → ethyl 4-{[(4-chlorophenyl)methyl]amino}benzoate (64288-19-3)

Guidance literature:

With carbon monoxide; C₁₁H₁₂I₄Ir₂; In tetrahydrofuran; at 160 ℃; for 4h; under 22502.3 Torr; Autoclave;

DOI:10.1039/c7ob01005b

Reference yield: 26.0%

4-chlorobenzyl bromide (622-95-7) + p-aminoethylbenzoate (94-09-7) → ethyl 4-{[(4-chlorophenyl)methyl]amino}benzoate (64288-19-3)

Guidance literature:

With potassium iodide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/c8ob00546j

Reference yield:

ethyl 4-((4-chlorobenzylidene)amino)benzoate (16979-23-0) → ethyl 4-{[(4-chlorophenyl)methyl]amino}benzoate (64288-19-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 3h; Yield given; Heating;

DOI:10.1021/jm00364a009

upstream raw materials:

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

4-chlorobenzaldehyde

p-aminoethylbenzoate

4-chlorobenzyl bromide

Downstream raw materials:

4-((4-chlorobenzyl)amino)benzoic acid

ethyl N-(4-ethoxycarbonylphenyl)-N-(4-chlorobenzyl)-carbamate

N-(4-ethoxycarbonylphenyl)-N-(4-chlorobenzyl)-ethylamine

N-(4-ethoxycarbonylphenyl)-N-(4-chlorobenzyl)-acetamide

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