N-(3-chlorophenyl)-2-hydroxybenzamide

Base Information

• Chemical Name: N-(3-chlorophenyl)-2-hydroxybenzamide
• CAS No.: 24448-71-3
• Molecular Formula: C13H10ClNO2
• Molecular Weight: 247.681
• Hs Code.: 2924299090
• Mol file: 24448-71-3.mol

Synonyms:3'-Chlorosalicylanilide;

Chemical Property of N-(3-chlorophenyl)-2-hydroxybenzamide

Chemical Property:

• Melting Point: 172 °C
• Boiling Point: 321.0±27.0 °C(Predicted)
• PKA: 8.27±0.30(Predicted)
• PSA: 52.82000
• Density: 1.386±0.06 g/cm3(Predicted)
• LogP: 3.68190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(3-chlorophenyl)-2-hydroxybenzamide

There total 7 articles about N-(3-chlorophenyl)-2-hydroxybenzamide 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: 70.0%

N-(3-chlorophenyl)-2-methoxybenzamide (54979-76-9) → N-(3-chlorophenyl)-2-hydroxybenzamide (24448-71-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01293

Reference yield:

3-chloro-aniline (108-42-9) + salicyloyl chloride (1441-87-8) → N-(3-chlorophenyl)-2-hydroxybenzamide (24448-71-3)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo701823d

Reference yield:

salicylic acid (69-72-7,25496-36-0,8052-31-1) → N-(3-chlorophenyl)-2-hydroxybenzamide (24448-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / N,N-dimethyl-formamide / 2 h / 50 °C

2: pyridine; dmap / dichloromethane / 12 h / 0 - 20 °C

With pyridine; dmap; thionyl chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201402463

upstream raw materials:

3-chloro-aniline

salicyloyl chloride

salicylic acid

N-(3-chlorophenyl)-2-methoxybenzamide

Downstream raw materials:

3-(3-Chlrophenyl)-2H-1,3-benzoxazine-2,4(3H)-dione

Refernces

• 1、 Kunkle, Trent,Abdeen, Sanofar,Salim, Nilshad,Ray, Anne-Marie,Stevens, McKayla,Ambrose, Andrew J.,Victorino, José,Park, Yangshin,Hoang, Quyen Q.,Chapman, Eli,Johnson, Steven M.. "Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus". supporting information. p. 10651 - 10664. Retrieved 2019/01/04.
• 2、 -. "PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE OF SALICYLANILIDES FOR TREATMENT OF HEPATITIS VIRUSES". . . Retrieved 2012/05/07.