Carbanilic acid, m-chloro-, benzyl ester (6CI, 8CI)

Base Information

• Chemical Name: Carbanilic acid, m-chloro-, benzyl ester (6CI, 8CI)
• CAS No.: 22735-54-2
• Molecular Formula: C14H12 Cl N O2
• Molecular Weight: 261.708
• Mol file: 22735-54-2.mol

Synonyms:Carbanilicacid, m-chloro-, benzyl ester (6CI,8CI)

Chemical Property of Carbanilic acid, m-chloro-, benzyl ester (6CI, 8CI)

Chemical Property:

• PSA: 38.33000
• LogP: 4.16170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbanilic acid, m-chloro-, benzyl ester (6CI, 8CI)

There total 2 articles about Carbanilic acid, m-chloro-, benzyl ester (6CI, 8CI) 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: 67.0%

benzyl chloroformate (501-53-1,94274-21-2) + 3-chlorobenzoate (535-80-8) → benzyl 3-(chloro)phenylcarbamate (22735-54-2)

Guidance literature:

With sodium azide; sodium t-butanolate; In 1,2-dimethoxyethane; at 75 ℃; for 16h;

DOI:10.1021/ol0622920

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + 3-chloro-aniline (108-42-9) → benzyl 3-(chloro)phenylcarbamate (22735-54-2)

Guidance literature:

DOI:10.1021/ja01558a019

Reference yield: 68.0%

benzyl 3-(chloro)phenylcarbamate (22735-54-2) → benzyl (5-chloro-2-nitrophenyl)carbamate + benzyl (3-chloro-4-nitrophenyl)carbamate

Guidance literature:

With sodium cyanide; nitromethane; bis-[(trifluoroacetoxy)iodo]benzene; In water; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.9b00751

upstream raw materials:

benzyl chloroformate

3-chloro-aniline

3-chlorobenzoate

Downstream raw materials:

m-chlorophenyl isocyanate

benzyl alcohol

Refernces

• 1、 Lebel, Helene,Leogane, Olivier. "Curtius rearrangement of aromatic carboxylic acids to access protected anilines and aromatic ureas". . p. 5717 - 5720. Retrieved 2007/10/03.