N-benzyl-4-chloro-N-methylbenzamide

Base Information

• Chemical Name: N-benzyl-4-chloro-N-methylbenzamide
• CAS No.: 137374-28-8
• Molecular Formula: C₁₅H₁₄ClNO
• Molecular Weight: 259.735
• European Community (EC) Number: 653-962-4
• NSC Number: 204158
• Nikkaji Number: J424.510E
• Mol file: 137374-28-8.mol

Synonyms:N-benzyl-4-chloro-N-methylbenzamide;137374-28-8;N-Benzyl-4-chloro-N-MethylbenzaMide, 97per cent;NSC204158;AKOS017050976;NSC-204158

Chemical Property of N-benzyl-4-chloro-N-methylbenzamide

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 259.0763918
• Heavy Atom Count: 18
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C(=O)C2=CC=C(C=C2)Cl

Technology Process of N-benzyl-4-chloro-N-methylbenzamide

There total 8 articles about N-benzyl-4-chloro-N-methylbenzamide 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%

4-chlorobenzaldehyde (104-88-1) + benzyl-methyl-amine (103-67-3) → (4'-chlorobenzyl) 4-chlorobenzoate (19048-85-2) + N-benzyl-4-chloro-N-methylbenzamide (137374-28-8) + para-Chlorobenzyl alcohol (873-76-7)

Guidance literature:

tris(bis(trimethylsilyl)amido)lanthanum(III); In benzene-d6; at 25 ℃; for 24h;

DOI:10.1021/ol702788j

Reference yield: 97.0%

4-chlorobenzaldehyde (104-88-1) + benzyl-methyl-amine (103-67-3) → N-benzyl-4-chloro-N-methylbenzamide (137374-28-8)

Guidance literature:

With C₁₂H₃₀LiO₆⁽¹⁺⁾*C₄₆H₆₈N₈Si₄Yb^(1-); In tetrahydrofuran; at 25 ℃; for 3.5h; Inert atmosphere;

DOI:10.1002/adsc.200800697

Reference yield: 87.0%

Methyl 4-chlorobenzoate (1126-46-1) + benzyl-methyl-amine (103-67-3) → N-benzyl-4-chloro-N-methylbenzamide (137374-28-8)

Guidance literature:

With sodium methylate; In toluene; at 50 ℃; for 26h; Inert atmosphere;

DOI:10.1039/c2cc32153j

upstream raw materials:

4-chlorobenzaldehyde

benzyl-methyl-amine

N-(4-chlorobenzoyl)piperidine

Methyl 4-chlorobenzoate

Downstream raw materials:

N-(4-chlorobenzoyl)piperidine

Refernces

• 1、 Goel, Bharat,Vyas, Ved,Tripathi, Nancy,Kumar Singh, Ajit,Menezes, Prashanth W.,Indra, Arindam,Jain, Shreyans K.. "Amidation of Aldehydes with Amines under Mild Conditions Using Metal-Organic Framework Derived NiO@Ni Mott-Schottky Catalyst". . p. 5743 - 5749. Retrieved 2020/09/09.
• 2、 Ren, Long,Li, Xinwei,Jiao, Ning. "Dioxygen-promoted Pd-catalyzed aminocarbonylation of organoboronic acids with amines and CO: A direct approach to tertiary amides". supporting information. p. 5852 - 5855. Retrieved 2016/11/29.