N-(4-chloro-2-methylphenyl)benzamide

Base Information

• Chemical Name: N-(4-chloro-2-methylphenyl)benzamide
• CAS No.: 61495-07-6
• Molecular Formula: C14H12ClNO
• Molecular Weight: 245.708
• Hs Code.: 2924299090
• NSC Number: 164395
• DSSTox Substance ID: DTXSID80304159
• Nikkaji Number: J2.076.516J
• Wikidata: Q82049888
• Mol file: 61495-07-6.mol

Synonyms:N-(4-chloro-2-methylphenyl)benzamide;61495-07-6;4'-CHLORO-2'-METHYLBENZANILIDE;NSC164395;SCHEMBL11819922;DTXSID80304159;AKOS001303813;NSC-164395;6R-0248;Z28284006

Chemical Property of N-(4-chloro-2-methylphenyl)benzamide

Chemical Property:

• Vapor Pressure: 0.00188mmHg at 25°C
• Boiling Point: 292°C at 760 mmHg
• Flash Point: 130.4°C
• PSA: 29.10000
• Density: 1.25g/cm³
• LogP: 3.97370
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 245.0607417
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99%min ^*data from raw suppliers

4'-CHLORO-2'-METHYLBENZANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-chloro-2-methylphenyl)benzamide

There total 9 articles about N-(4-chloro-2-methylphenyl)benzamide 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: 87.0%

benzoyl chloride (98-88-4) + 4-chloro-2-methylbenzeneamine (95-69-2) → N-(4-chloro-2-methylphenyl)benzamide (61495-07-6)

Guidance literature:

With triethylamine; In toluene; 1) reflux, 3 h, 2) room temperature, 16 h;

DOI:10.1021/jo00335a038

Reference yield: 51.0%

N-benzoyl-2-methylaniline (584-70-3) → N-(4-chloro-2-methylphenyl)benzamide (61495-07-6)

Guidance literature:

With 1-chloro-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; In ethanol; water; for 16h; regioselective reaction; Reflux; Green chemistry;

DOI:10.1039/c8nj00530c

Reference yield:

(4-chloro-2-methylphenyl)magnesium bromide (480438-47-9) → N-(4-chloro-2-methylphenyl)benzamide (61495-07-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.17 h / 10 °C / Inert atmosphere

2: copper(l) cyanide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3: water; hydrogenchloride / 24 h / 20 °C / Inert atmosphere

4: sodium hydroxide

With hydrogenchloride; water; copper(l) cyanide; sodium hydroxide; In tetrahydrofuran;

DOI:10.1007/s13738-021-02254-4

upstream raw materials:

tertiary amyl hypochlorite

N-benzylidene-4-chloro-2-methyl-aniline

N-benzoyl-2-methylaniline

benzoyl chloride

Downstream raw materials:

5-chloro-1H-indazole

6-chloro-2-phenyl-4H-benzo[d][1,3]oxazine

6-chloro-4-methyl-2-phenylbenzo[d]oxazole

N-(4-chloro-2-formylphenyl)benzamide

Refernces

• 1、 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.
• 2、 Li, Yan,Li, Zhongshu,Xiong, Tao,Zhang, Qian,Zhang, Xiangyang. "Copper-catalyzed selective benzylic C-O cyclization of N-o-tolylbenzamides: Synthesis of 4 H-3,1-benzoxazines". supporting information; body text. p. 3522 - 3525. Retrieved 2012/08/08.