N-benzyl-2,4-dichlorobenzamide

Base Information

• Chemical Name: N-benzyl-2,4-dichlorobenzamide
• CAS No.: 5397-16-0
• Molecular Formula: C14H11Cl2NO
• Molecular Weight: 280.1492
• European Community (EC) Number: 653-961-9
• NSC Number: 4450
• DSSTox Substance ID: DTXSID90277840
• Nikkaji Number: J1.775.906J
• Wikidata: Q82009276
• Mol file: 5397-16-0.mol

Synonyms:N-benzyl-2,4-dichlorobenzamide;5397-16-0;benzamide, 2,4-dichloro-n-(phenylmethyl)-;NSC 4450;NSC4450;DTXSID90277840;NSC-4450;STK399005;AKOS002529774

Chemical Property of N-benzyl-2,4-dichlorobenzamide

Chemical Property:

• Vapor Pressure: 2.1E-07mmHg at 25°C
• Boiling Point: 424.3°Cat760mmHg
• Flash Point: 210.4°C
• Density: 1.306g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 279.0217694
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-benzyl-2,4-dichlorobenzamide

There total 7 articles about N-benzyl-2,4-dichlorobenzamide 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: 64.0%

(E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine (180069-53-8) → N-benzyl-2,4-dichlorobenzamide (5397-16-0)

Guidance literature:

With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 4h;

Reference yield: 46.0%

2,4 dichlorobenzoic acid (50-84-0) → N-benzyl-2,4-dichlorobenzamide (5397-16-0)

Guidance literature:

2,4 dichlorobenzoic acid; MAMP resin bound benzylamine; With triethylamine; trichloroacetonitrile; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 10h;

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

DOI:10.1016/S0040-4039(02)01241-8

Reference yield: 45.0%

2,4 dichlorobenzoic acid (50-84-0) + benzylamine (100-46-9) → N-benzyl-2,4-dichlorobenzamide (5397-16-0)

Guidance literature:

With cetyltrimethylammonim bromide; O,O-Diethyl hydrogen phosphorodithioate; In toluene; for 20h; Heating;

upstream raw materials:

2,4-dichlorobenzoyl chloride

benzylamine

2,4 dichlorobenzoic acid

(E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine

Downstream raw materials:

N-benzyl-4-chloro-2-hydroxybenzamide

Refernces

• 1、 Balkrishna, Shah Jaimin,Kumar, Sangit. "A highly efficient copper-catalyzed method for the synthesis of 2-hydroxybenzamides in water". experimental part. p. 1417 - 1426. Retrieved 2012/06/30.
• 2、 Vágó, István,Greiner, István. "A useful acylation method using trichloroacetonitrile and triphenylphosphine for solid phase organic synthesis". . p. 6039 - 6041. Retrieved 2007/10/03.