N-(2-chlorophenyl)-2-hydroxybenzamide

Base Information

• Chemical Name: N-(2-chlorophenyl)-2-hydroxybenzamide
• CAS No.: 1697-18-3
• Molecular Formula: C13H10 Cl N O2
• Molecular Weight: 247.681
• Hs Code.: 2924299090
• Mol file: 1697-18-3.mol

Synonyms:Salicylanilide,2'-chloro- (6CI,7CI,8CI); N-(o-Chlorophenyl)salicylamide; NSC 63709;Salicyl-2-chloroanilide; o-Chlorosalicylanilide

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

Chemical Property:

• Vapor Pressure: 0.000196mmHg at 25°C
• Boiling Point: 318.3°Cat760mmHg
• Flash Point: 146.3°C
• PSA: 49.33000
• Density: 1.386g/cm³
• LogP: 3.37090

Purity/Quality:

99% ^*data from raw suppliers

N-(2-CHLOROPHENYL)-2-HYDROXYBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 13 articles about N-(2-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: 85.0%

N-phenyl-salicylohydroxamic acid (19393-60-3) → 2-hydroxybenzoyl-N-(2-chlorophenyl)amide (1697-18-3)

Guidance literature:

With thionyl chloride; In diethyl ether; for 1h; T < 5 deg C;

Reference yield: 77.0%

o-chloroaniline (95-51-2) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-hydroxybenzoyl-N-(2-chlorophenyl)amide (1697-18-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 8h; Reflux;

DOI:10.3109/14756361003671060

Reference yield:

2-Methoxy-benzoesaeure-<2-chlor-anilid> (96985-47-6) → 2-hydroxybenzoyl-N-(2-chlorophenyl)amide (1697-18-3)

Guidance literature:

With boron trichloride; In dichloromethane;

DOI:10.1016/j.bmcl.2006.07.075

upstream raw materials:

o-chloroaniline

salicylic acid

N-phenyl-salicylohydroxamic acid

Acetic acid 2-(2-chloro-phenylcarbamoyl)-phenyl ester

Downstream raw materials:

3-(2-chloro-phenyl)-benzo[e][1,3]oxazine-2,4-dione

Refernces

• 1、 Nakamura, Hiroyuki,Sasaki, Yusuke,Uno, Masaharu,Yoshikawa, Tomohiro,Asano, Toru,Ban, Hyun Seung,Fukazawa, Hidesuke,Shibuya, Masabumi,Uehara, Yoshimasa. "Synthesis and biological evaluation of benzamides and benzamidines as selective inhibitors of VEGFR tyrosine kinases". . p. 5127 - 5131. Retrieved 2007/10/03.
• 2、 Ayyangar, Nagaraj R.,Kalkote, Uttam R.,Nikrad, Pandurang V.. "NOVEL ORTHOHALOGENATION REACTION. SYNTHESIS OF ORTHOCHLOROARYLAMINES FROM NITROARENES.". . p. 1099 - 1102. Retrieved 2007/10/02.