2-chloro-N-ethyl-N-phenylacetamide

Base Information

• Chemical Name: 2-chloro-N-ethyl-N-phenylacetamide
• CAS No.: 39086-61-8
• Molecular Formula: C10H12 Cl N O
• Molecular Weight: 197.664
• Hs Code.: 2924299090
• European Community (EC) Number: 254-283-2
• NSC Number: 8288
• UNII: 8YY8VZ365K
• DSSTox Substance ID: DTXSID00192333
• Nikkaji Number: J261.303D
• Wikidata: Q83064989
• Mol file: 39086-61-8.mol

Synonyms:2-chloro-N-ethyl-N-phenylacetamide;39086-61-8;2-Chloro-N-ethylacetanilide;2-chloro-N-ethyl-N-phenyl-acetamide;Acetamide, 2-chloro-N-ethyl-N-phenyl-;8YY8VZ365K;NSC-8288;EINECS 254-283-2;MFCD00227876;AI3-23549;NSC8288;UNII-8YY8VZ365K;N-ETHYLCHLOROACETANILIDE;SCHEMBL2032136;Alpha-chloro-N-ethyl acetanilide;Chloro-N-ethyl-N-phenylacetamide;DTXSID00192333;ADAL1185784;NSC 8288;STK501304;AKOS000266045;N-ETHYL-N-PHENYLCHLOROACETAMIDE;N-ETHYL-N-PHENYL-2-CHLOROACETAMIDE;CS-0307535;FT-0679186;EN300-01706;12W-0045;Z56896273

Chemical Property of 2-chloro-N-ethyl-N-phenylacetamide

Chemical Property:

• Vapor Pressure: 0.00386mmHg at 25°C
• Melting Point: 35 °C
• Boiling Point: 280.1°Cat760mmHg
• PKA: 0.36±0.50(Predicted)
• Flash Point: 123.2°C
• PSA: 20.31000
• Density: 1.169g/cm³
• LogP: 2.27830
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

2-chloro-N-ethyl-N-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(C1=CC=CC=C1)C(=O)CCl

Technology Process of 2-chloro-N-ethyl-N-phenylacetamide

There total 4 articles about 2-chloro-N-ethyl-N-phenylacetamide 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: 93.0%

N-ethyl-N-phenylamine (103-69-5) + chloroacetyl chloride (79-04-9) → 2-chloro-N-ethylacetanilide (39086-61-8)

Guidance literature:

With dmap; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmc.2010.06.005

Reference yield: 61.0%

N-ethyl-N-phenylamine (103-69-5) + chloroacetic acid (79-11-8) → 2-chloro-N-ethylacetanilide (39086-61-8)

Guidance literature:

With trimethylamine borane; In xylene; for 7h; Heating;

DOI:10.1055/s-1983-30605

Reference yield:

N-ethylaniline hydrochloride (4348-19-0) + chloroacetyl chloride (79-04-9) → 2-chloro-N-ethylacetanilide (39086-61-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1248/cpb.c17-00158

upstream raw materials:

N-ethyl-N-phenylamine

chloroacetyl chloride

chloroacetic acid

N-ethylaniline hydrochloride

Downstream raw materials:

N-ethyl-2-morpholin-4-yl-N-phenyl-acetamide

Diethyl-dithiocarbamic acid (ethyl-phenyl-carbamoyl)-methyl ester

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-ethyl-N-phenyl-acetamide

2-Chloro-N-ethyl-N-phenyl-thioacetamide

Refernces

• 1、 Turnaturi, Rita,Parenti, Carmela,Prezzavento, Orazio,Marrazzo, Agostino,Pallaki, Paschalina,Georgoussi, Zafiroula,Amata, Emanuele,Pasquinucci, Lorella. "Synthesis and structure-activity relationships of LP1 derivatives: N-methyl-N-phenylethylamino analogues as novel MOR agonists". . . Retrieved 2018/03/26.
• 2、 Inokuma, Tsubasa,Jichu, Takahisa,Nishida, Kodai,Shigenaga, Akira,Otaka, Akira. "Derivatives and application to the asymmetric synthesis of unnatural α-amino acid derivative". . p. 573 - 581. Retrieved 2017/06/07.