4-chloro-N-methylbenzamide

Base Information

• Chemical Name: 4-chloro-N-methylbenzamide
• CAS No.: 6873-44-5
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.611
• Hs Code.: 2924297099
• NSC Number: 406901
• DSSTox Substance ID: DTXSID90218859
• Nikkaji Number: J1.415.792A
• Wikidata: Q83095777
• Mol file: 6873-44-5.mol

Synonyms:4-chloro-N-methylbenzamide;6873-44-5;Benzamide, 4-chloro-N-methyl-;4-Chloro-N-methyl-benzamide;MFCD00774485;N-Methyl-4-chlorobenzamide;NSC406901;NSC 406901;AI3-09669;N-Methyl 4-chlorobenzamide;SCHEMBL79445;4-Chlorobenzamide, N-methyl-;DTXSID90218859;STK395610;AKOS003622913;NSC-406901;11J-306S;CS-0151058;FT-0724292;D83483;Z32016366

Chemical Property of 4-chloro-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 0.00057mmHg at 25°C
• Boiling Point: 311.2°Cat760mmHg
• Flash Point: 142°C
• PSA: 29.10000
• Density: 1.196g/cm³
• LogP: 2.09050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

4-chloro-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-chloro-N-methylbenzamide

There total 39 articles about 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: 99.0%

4-chloro-benzoyl chloride (122-01-0) + methylamine (74-89-5) → p-chloro-N-methylbenzamide (6873-44-5)

Guidance literature:

In tetrahydrofuran; at -30 - 20 ℃;

Reference yield: 97.0%

methylamine (74-89-5) + para-chlorobenzoic acid (74-11-3) → p-chloro-N-methylbenzamide (6873-44-5)

Guidance literature:

para-chlorobenzoic acid; With thionyl chloride; at 80 ℃; for 2h;

methylamine; In dichloromethane; at 20 ℃; Further stages.;

DOI:10.1002/ejoc.200200586

Reference yield: 93.0%

Methyl 4-chlorobenzoate (1126-46-1) + methylamine hydrochloride (593-51-1) → p-chloro-N-methylbenzamide (6873-44-5)

Guidance literature:

With magnesium methanolate; In methanol; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.075

upstream raw materials:

4-chloro-benzoyl chloride

methylamine

2-methyl-3-p-chlorooxaziridine

Benzoic acid [(4-chloro-benzoyl)-methyl-amino]-methyl ester

Downstream raw materials:

6-chloro-2-methyl-3,4-diphenylisoquinolin-1(2H)-one

4-chlorobenzophenone

Refernces

• 1、 Abe, Manabu,Akita, Munetaka,Chitose, Youhei,Hyodo, Yuki,Koike, Takashi,Takahashi, Keigo,Yoshizawa, Michito. "Assemblies of 1,4-Bis(diarylamino)naphthalenes and Aromatic Amphiphiles: Highly Reducing Photoredox Catalysis in Water". supporting information. . Retrieved 2021/10/21.
• 2、 Aman, Hasil,Chuang, Gary Jing,Hsieh, Jen-Chieh,Huang, Yu-Chiao,Kim, Min,Liu, Yu-Hao,Tsai, Yu-Lin. "Cobalt-catalyzed cyclization of 2-bromobenzamides with carbodiimides: A new route for the synthesis of 3-(imino)isoindolin-1-ones". supporting information. . Retrieved 2021/12/09.