2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide

Base Information

• Chemical Name: 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide
• CAS No.: 78281-61-5
• Molecular Formula: C16H16N2O2S
• Molecular Weight: 300.381
• Hs Code.: 2930909090
• Mol file: 78281-61-5.mol

Synonyms:2-(2-Amino-3-benzoylphenyl)-2-methylsulfanylacetam;TL8005350;FT-0082440;

Chemical Property of 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide

Chemical Property:

• Vapor Pressure: 1.76E-12mmHg at 25°C
• Melting Point: 153-155 °C
• Refractive Index: 1.654
• Boiling Point: 557.9 °C at 760 mmHg
• PKA: 15.14±0.50(Predicted)
• Flash Point: 291.2 °C
• PSA: 111.48000
• Density: 1.28 g/cm³
• LogP: 3.67070
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-Amino-3-benzoyl-α-(methylthio)benzeneacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Amino-3-benzoyl-α-(methylthio)benzeneacetamide is an impurity of Nepafenac (N390080), an on-steroidal anti-inflammatory with analgesic activity; selective COX-2 inhibitor.

Technology Process of 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide

There total 2 articles about 2-Amino-3-benzoyl-alpha-(methylthio)benzeneacetamide 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: 86.4%

2-(methylthio)acetamide (22551-24-2) + (2-aminophenyl)(phenyl)methanone (2835-77-0) → 2-amino-3-benzoyl-α-(methylthio)benzeneacetamide (78281-61-5)

Guidance literature:

2-(methylthio)acetamide; (2-aminophenyl)(phenyl)methanone; With N-chloro-succinimide; In dichloromethane; at -45 - 8 ℃;

With triethylamine; In dichloromethane; Product distribution / selectivity;

Reference yield:

2-(methylthio)acetamide (22551-24-2) + (2-aminophenyl)(phenyl)methanone (2835-77-0) → 2-amino-3-benzoyl-5-chloro-α-(methylthio)phenylacetamide (78281-60-4) + 2-amino-3-benzoyl-α-(methylthio)benzeneacetamide (78281-61-5)

Guidance literature:

(2-aminophenyl)(phenyl)methanone; With tert-butylhypochlorite; In dichloromethane; at -70 ℃; for 0.75h; Inert atmosphere;

2-(methylthio)acetamide; In tetrahydrofuran; dichloromethane; at -70 - 15 ℃; for 1.33333h;

With triethylamine; In tetrahydrofuran; dichloromethane; at -70 - 20 ℃;

Reference yield: 86.0%

2-amino-3-benzoyl-α-(methylthio)benzeneacetamide (78281-61-5) → nepafenac (78281-72-8)

Guidance literature:

nickel; In tetrahydrofuran; water; at 20 ℃; for 0.166667h; Product distribution / selectivity;

upstream raw materials:

2-(methylthio)acetamide

(2-aminophenyl)(phenyl)methanone

Downstream raw materials:

nepafenac

Refernces

• 1、 -. "Preparation method of nepafenac". Paragraph 0037; 0045; 0052; 0053. . Retrieved 2017/09/01.
• 2、 Cybulski, Marcin,Formela, Adam,Mucha, Mariola,Klos, Karolina,Roszczynski, Jacek,Winiarski, Jerzy. "Development and a practical synthesis of nepafenac intermediate via modified gassman reaction". . p. 461 - 464,4. Retrieved 2020/08/24.