N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide

Base Information

• Chemical Name: N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide
• CAS No.: 51145-18-7
• Molecular Formula: C₁₄H₁₁ClN₂O₂
• Molecular Weight: 274.707
• Mol file: 51145-18-7.mol

Synonyms:N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide

Chemical Property of N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide

There total 5 articles about N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide 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: 86.0%

Benzoylformic acid (611-73-4) + 4-chloro-N-methyl-N-nitrosoaniline (1007-19-8) → N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide (51145-18-7)

Guidance literature:

With ammonium peroxydisulfate; palladium diacetate; In diethylene glycol dimethyl ether; at 20 ℃; for 18h; Sealed tube;

DOI:10.1021/acs.joc.5b02535

Reference yield: 82.0%

N-methyl(p-chloroaniline) (932-96-7) + Benzoylformic acid (611-73-4) → N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide (51145-18-7)

Guidance literature:

With tert.-butylnitrite; palladium diacetate; In 1,2-dichloro-ethane; at 40 ℃; for 20h; regioselective reaction;

DOI:10.1039/c8ob01846d

Reference yield:

N-methyl(p-chloroaniline) (932-96-7) → N-(2-benzoyl-4-chlorophenyl)-N-methylnitrous amide (51145-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite / acetonitrile; water / Acidic conditions

2: palladium(II) trifluoroacetate; dipotassium peroxodisulfate / diethylene glycol dimethyl ether / 20 h / 80 °C / Inert atmosphere

With dipotassium peroxodisulfate; palladium(II) trifluoroacetate; sodium nitrite; In diethylene glycol dimethyl ether; water; acetonitrile;

DOI:10.1016/j.tetlet.2016.04.096

upstream raw materials:

Benzoylformic acid

4-chloro-N-methyl-N-nitrosoaniline

N-methyl(p-chloroaniline)

acetophenone

Downstream raw materials:

5-chloro-1-nitroso-3-phenylindolin-3-ol

diazepam

Refernces

• 1、 Wang, Qianqian,Zhang, Xinying,Fan, Xuesen. "Synthesis of 2-aminobenzophenones through acylation of anilines with α-oxocarboxylic acids assisted by: Tert -butyl nitrite". . p. 7737 - 7747. Retrieved 2018/11/02.
• 2、 Zhang, Liang,Wang, Zhe,Guo, Peiyu,Sun, Wei,Li, Ya-Min,Sun, Meng,Hua, Chengwen. "Palladium-catalyzed ortho-acylation of N-Nitrosoanilines with α-oxocarboxylic acids: A convenient method to synthesize N-Nitroso ketones and indazoles". supporting information. p. 2511 - 2514. Retrieved 2016/05/24.