2-chloro-N-(2,4,6-trimethylphenyl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(2,4,6-trimethylphenyl)acetamide
• CAS No.: 3910-51-8
• Molecular Formula: C11H14ClNO
• Molecular Weight: 211.691
• Hs Code.: 2924299090
• European Community (EC) Number: 609-612-8
• DSSTox Substance ID: DTXSID40367947
• Nikkaji Number: J423.990C
• Wikidata: Q82154155
• Mol file: 3910-51-8.mol

Synonyms:3910-51-8;2-chloro-N-(2,4,6-trimethylphenyl)acetamide;2-chloro-N-mesitylacetamide;2-Chloro-N-(2,4,6-trimethyl-phenyl)-acetamide;MFCD00228111;2-Chloro-2',4',6'-trimethylacetanilide;EC 609-612-8;SCHEMBL3952909;DTXSID40367947;YQYQXBOOGVRRKI-UHFFFAOYSA-N;BBL019151;STK119390;AKOS000265387;NCGC00328423-01;N-(2,4,6-trimethylphenyl)chloroacetamide;N-(Chloroacetyl)-2,4,6-trimethylaniline;VS-06885;N-(2,4,6-trimethylphenyl) chloroacetamide;BB 0243237;CS-0116847;FT-0678765;EN300-01574;N-(2,4,6-Trimethylphenyl)-2-chloroacetamide;AB01324288-02;2-Chloro-N-(2,4,6-trimethyl-phenyl)-acetamid e;Z56812705;F1931-0005

Chemical Property of 2-chloro-N-(2,4,6-trimethylphenyl)acetamide

Chemical Property:

• Vapor Pressure: 0.000252mmHg at 25°C
• Boiling Point: 324.1oC at 760 mmHg
• Flash Point: 149.8oC
• PSA: 29.10000
• Density: 1.158g/cm3
• LogP: 2.86210
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.0763918
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99.9% ^*data from raw suppliers

Chloracetmesidide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)NC(=O)CCl)C
• Uses: Chloracetmesidide is an intermediate in the synthesis of Trimecaine Hydrochloride (T765620), a local anesthetic and cardial antiarrhythmic. Trimecaine Hydrochloride is used in epidural postoperative analgesia after major urological procedures in combination with morphine.

Technology Process of 2-chloro-N-(2,4,6-trimethylphenyl)acetamide

There total 3 articles about 2-chloro-N-(2,4,6-trimethylphenyl)acetamide 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: 95.0%

chloroacetyl chloride (79-04-9) + 2,4,6-trimethylaniline (88-05-1) → N-(chloroacetyl)-2,4,6-trimethylaniline (3910-51-8)

Guidance literature:

With potassium carbonate; In acetonitrile;

DOI:10.1021/jo060594+

Reference yield:

nitromesitylene (603-71-4,34505-32-3,82795-90-2) → N-(chloroacetyl)-2,4,6-trimethylaniline (3910-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq.-ethanolic sulfuric acid / bei der elektrochemischen Reduktion

2: sodium acetate; aqueous acetic acid

With sulfuric acid; sodium acetate; acetic acid;

Reference yield:

→ N-(chloroacetyl)-2,4,6-trimethylaniline (3910-51-8)

Guidance literature:

Aminomesitylen in Aceton, Chloracetylchlorid ;

upstream raw materials:

chloroacetyl chloride

2,4,6-trimethylaniline

nitromesitylene

Downstream raw materials:

2-morpholin-4-yl-N-(2,4,6-trimethyl-phenyl)-acetamide

N,N-dimethyl-glycine-(2,4,6-trimethyl-anilide)

trimecaine

2-thiomorpholin-4-yl-N-(2,4,6-trimethyl-phenyl)-acetamide

Refernces

• 1、 -. "One-pot production process of trimecaine hydrochloride". Paragraph 0006; 0017-0019. . Retrieved 2020/04/22.
• 2、 -. "A hydrochloric acid three a kain production method (by machine translation)". Paragraph 0022-0024. . Retrieved 2019/03/28.