2-Chloro-N-methyl-N-phenylbenzamide

Base Information

• Chemical Name: 2-Chloro-N-methyl-N-phenylbenzamide
• CAS No.: 7022-47-1
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.708
• DSSTox Substance ID: DTXSID201293347
• Nikkaji Number: J2.173.952I
• ChEMBL ID: CHEMBL1454704
• Mol file: 7022-47-1.mol

Synonyms:2-Chloro-N-methyl-N-phenylbenzamide;7022-47-1;MLS000059152;Cambridge id 5356220;SCHEMBL3455835;CHEMBL1454704;DTXSID201293347;HMS2440D05;N-Phenyl-N-methyl-2-chlorobenzamide;MFCD00783911;STK029237;AKOS001604100;2-Chloro-N-methyl-N-phenylbenzamide #;Benzamide, 2-chloro-N-methyl-N-phenyl-;SMR000069522;EU-0035579;AB00082652-01;SR-01000406891;SR-01000406891-1

Chemical Property of 2-Chloro-N-methyl-N-phenylbenzamide

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 245.0607417
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

(2-Chlorophenyl)-n-methyl-n-benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)C(=O)C2=CC=CC=C2Cl

Technology Process of 2-Chloro-N-methyl-N-phenylbenzamide

There total 7 articles about 2-Chloro-N-methyl-N-phenylbenzamide 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: 94.0%

o-chlorobenzoyl chloride (609-65-4) + N-methylaniline (100-61-8) → 2-chloro-N-methyl-N-phenylbenzamide (7022-47-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201101400

Reference yield: 85.0%

2-chloro-benzaldehyde (89-98-5) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → 2-chloro-N-methyl-N-phenylbenzamide (7022-47-1)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; ethyl acetate; at 90 ℃; for 24h;

DOI:10.1016/j.tetlet.2013.09.018

Reference yield: 72.0%

2-chloro-benzaldehyde (89-98-5) + N-methylaniline (100-61-8) → 2-chloro-N-methyl-N-phenylbenzamide (7022-47-1)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; [Co(12-TMC)(ACN)](ClO₄)₂; vitamin B₁; C₁₉H₁₅N₂⁽¹⁺⁾*ClO₄^(1-); Fe(EDTA)*H₂O₂; potassium carbonate; potassium hydrogencarbonate; In water; at 20 ℃; for 11h; chemoselective reaction;

DOI:10.1002/cctc.202000156

upstream raw materials:

o-chlorobenzoyl chloride

N-methylaniline

ortho-chlorobenzoic acid

2-chloro-benzaldehyde

Downstream raw materials:

5-methylphenanthridin-6(5H)-one

N-methyl-N-phenyl-benzamide

Refernces

• 1、 Zhang, Zhang,Liu, Yong-Hong,Zhang, Xi,Wang, Xi-Cun. "KMnO4-mediated oxidative C[sbnd]N bond cleavage of tertiary amines: Synthesis of amides and sulfonamides". . p. 2763 - 2770. Retrieved 2019/04/10.
• 2、 Wang, Shan,Wang, Jian,Guo, Rui,Wang, Gao,Chen, Shan-Yong,Yu, Xiao-Qi. "NBu4NI-catalyzed oxidative amidation of aldehydes with tertiary amines". supporting information. p. 6233 - 6236. Retrieved 2013/10/22.