4-amino-N-(4-chlorophenyl)benzamide

Base Information

• Chemical Name: 4-amino-N-(4-chlorophenyl)benzamide
• CAS No.: 955-97-5
• Molecular Formula: C13H11ClN2O
• Molecular Weight: 246.696
• Hs Code.: 2924299090
• ChEMBL ID: CHEMBL260044
• DSSTox Substance ID: DTXSID10408659
• Wikidata: Q82214203
• Mol file: 955-97-5.mol

Synonyms:4-amino-N-(4-chlorophenyl)benzamide;955-97-5;Oprea1_432546;SCHEMBL684089;CHEMBL260044;DTXSID10408659;MFCD00171038;AKOS000142522;MS-6746;CS-0316798;VU0610073-1;F3311-0026

Chemical Property of 4-amino-N-(4-chlorophenyl)benzamide

Chemical Property:

• PSA: 55.12000
• LogP: 3.82870
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 246.0559907
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

95% ^*data from raw suppliers

4-Amino-N-(4-chlorophenyl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC2=CC=C(C=C2)Cl)N

Technology Process of 4-amino-N-(4-chlorophenyl)benzamide

There total 7 articles about 4-amino-N-(4-chlorophenyl)benzamide 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: 86.0%

4-nitro-N-(4-chlorophenyl)benzamide (2585-30-0) → 4-amino-N-(4-chlorophenyl)benzamide (955-97-5)

Guidance literature:

With hydrogenchloride; tin; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1021/jm701191z

Reference yield:

tert-butyl (4-((4-chlorophenyl)carbamoyl)phenyl)carbamate → 4-amino-N-(4-chlorophenyl)benzamide (955-97-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2018.11.006

Reference yield:

4-nitro-benzoic acid (62-23-7) → 4-amino-N-(4-chlorophenyl)benzamide (955-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

With thionyl chloride; palladium 10% on activated carbon; hydrogen; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jf304468b

upstream raw materials:

4-nitro-N-(4-chlorophenyl)benzamide

4-nitro-benzoic acid

4-nitro-benzoyl chloride

4-chloro-aniline

Downstream raw materials:

N-(4-(4-chlorophenylcarbamoyl)phenylcarbamoyl)-2,6-difluorobenzamide

Refernces

• 1、 -. "SMALL MOLECULE ACTIVATORS OF NICOTINAMIDE PHOSPHORIBOSYLTRANSFERASE (NAMPT) AND USES THEREOF". Paragraph 00329. . Retrieved 2018/08/03.
• 2、 Sun, Ranfeng,Wang, Ziwen,Li, Yongqiang,Xiong, Lixia,Liu, Yuxiu,Wang, Qingmin. "Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide". . p. 517 - 522. Retrieved 2013/03/14.