N-Phenyl-3-chlorobenzamide

Base Information

• Chemical Name: N-Phenyl-3-chlorobenzamide
• CAS No.: 6004-21-3
• Molecular Formula: C13H10ClNO
• Molecular Weight: 231.681
• Hs Code.: 2924299090
• NSC Number: 38873
• DSSTox Substance ID: DTXSID0041482
• Nikkaji Number: J271.294F
• Wikidata: Q81984178
• ChEMBL ID: CHEMBL1559759
• Mol file: 6004-21-3.mol

Synonyms:N-benzoyl-m-chloroaniline;Benzanilide,3'-chloro;Caswell No. 183;3-chloroaniline benzoate;3'-Chlorobenzanilide;

Chemical Property of N-Phenyl-3-chlorobenzamide

Chemical Property:

• Vapor Pressure: 0.00504mmHg at 25°C
• Boiling Point: 275.6°Cat760mmHg
• Flash Point: 120.5°C
• PSA: 29.10000
• Density: 1.285g/cm³
• LogP: 3.66530
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.0450916
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N-Phenyl-3-chlorobenzamide

There total 55 articles about N-Phenyl-3-chlorobenzamide 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: 98.0%

N1-(3-chlorophenyl)-1-benzenecarboximidamide (52379-49-4) + benzil (134-81-6) → 3'-chloro-benzanilide (6004-21-3) + N-benzoylbenzamide (614-28-8)

Guidance literature:

With vanadyl(IV) sulfate hydrate; water; In N,N-dimethyl-formamide; at 70 ℃; for 6h;

DOI:10.1021/acs.joc.7b00950

Reference yield: 97.0%

3-iodochlorobenzene (625-99-0) + benzamide (55-21-0,27208-38-4) → 3'-chloro-benzanilide (6004-21-3)

Guidance literature:

With potassium phosphate; N,N`-dimethylethylenediamine; iron(III) chloride; In toluene; at 135 ℃; for 24h;

DOI:10.1002/anie.200703299

Reference yield: 94.0%

benzoyl chloride (98-88-4) + 3-chloro-aniline (108-42-9) → 3'-chloro-benzanilide (6004-21-3)

Guidance literature:

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

DOI:10.1021/acs.jmedchem.8b01293

upstream raw materials:

benzoyl chloride

3-chloro-aniline

Perbenzoic acid

N¹-benzoyl-N¹,N²-diphenylacetamidine

Downstream raw materials:

Benzoyl-(3-chloro-phenyl)-carbamic acid 1-methyl-butyl ester

Benzoyl-(3-chloro-phenyl)-carbamic acid isopropyl ester

1-[(3-chlorophenylimino)phenylmethyl]-3-methylthiourea

2-phenylbenzo[d]oxazole

Refernces

• 1、 Korkmaz, Adem. "Room-temperature copper-catalyzed electrophilic amination of arylcadmium iodides with ketoximes". . p. 3119 - 3125. Retrieved 2021/05/10.
• 2、 Duran, Serdar,Korkmaz, Adem. "High yielding electrophilic amination with lower order and?higher order organocuprates: Application of acetone O-(4-Chlorophenylsulfonyl)oxime in the construction of the C?N bond at room temperature". . p. 2077 - 2087. Retrieved 2021/05/27.