4-CHLORO-N-ETHYL-N-METHYLANILINE

Base Information

• Chemical Name: 4-CHLORO-N-ETHYL-N-METHYLANILINE
• CAS No.: 13519-85-2
• Molecular Formula: C9H12 Cl N
• Molecular Weight: 169.654
• Hs Code.: 2921420090
• Mol file: 13519-85-2.mol

Synonyms:Aniline,p-chloro-N-ethyl-N-methyl- (8CI); 4-(Ethylmethylamino)chlorobenzene;4-Chloro-N-ethyl-N-methylaniline; N-Ethyl-N-methyl-4-chloroaniline

Chemical Property of 4-CHLORO-N-ETHYL-N-METHYLANILINE

Chemical Property:

• Vapor Pressure: 0.0437mmHg at 25°C
• Boiling Point: 237.9°Cat760mmHg
• Flash Point: 97.7°C
• PSA: 3.24000
• Density: 1.088g/cm³
• LogP: 2.79610

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLORO-N-ETHYL-N-METHYLANILINE

There total 4 articles about 4-CHLORO-N-ETHYL-N-METHYLANILINE 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%

N-(4-chloro-phenyl)-N-methylacetamide (10219-10-0) → N-methyl(p-chloroaniline) (932-96-7) + 4-chloro-N-ethyl-N-methylaniline (13519-85-2)

Guidance literature:

With triethyl borane; Triethoxysilane; sodium hydroxide; In hexane; at 80 ℃; for 6h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;

Reference yield: 99.0%

N-(4-chloro-phenyl)-N-methylacetamide (10219-10-0) → 4-chloro-N-ethyl-N-methylaniline (13519-85-2)

Guidance literature:

With Triethoxysilane; sodium triethylborohydride; In hexane; at 80 ℃; for 6h; Schlenk technique; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.9b02211

Reference yield: 92.0%

bromochlorobenzene (106-39-8) + N-Ethylmethylamine (624-78-2) → 4-chloro-N-ethyl-N-methylaniline (13519-85-2)

Guidance literature:

With potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 80 ℃; for 23h;

DOI:10.1039/b418457b

upstream raw materials:

bromochlorobenzene

N-Ethylmethylamine

N-(4-chloro-phenyl)-N-methylacetamide

Downstream raw materials:

4-chloro-N-ethyl-N-nitrosoaniline

4-chloro-N-methyl-N-nitrosoaniline

4-chloro-N-methyl-2-nitroaniline

N-ethyl-4-chloro-2-nitro-aniline

Refernces

• 1、 Yao, Wubing,He, Lili,Han, Deman,Zhong, Aiguo. "Sodium Triethylborohydride-Catalyzed Controlled Reduction of Unactivated Amides to Secondary or Tertiary Amines". . p. 14627 - 14635. Retrieved 2019/12/02.
• 2、 Pan, Yixiao,Luo, Zhenli,Xu, Xin,Zhao, Haoqiang,Han, Jiahong,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang. "Ru-Catalyzed Deoxygenative Transfer Hydrogenation of Amides to Amines with Formic Acid/Triethylamine". supporting information. p. 3800 - 3806. Retrieved 2019/07/12.