N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide

Base Information

• Chemical Name: N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide
• CAS No.: 69559-40-6
• Molecular Formula: C₁₅H₉ClF₃NO₂
• Molecular Weight: 327.69
• Mol file: 69559-40-6.mol

Synonyms:N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide

Chemical Property of N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide

There total 5 articles about N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide 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%

5-chloro-2-aminobenzophenone (719-59-5) + trifluoroacetic anhydride (407-25-0) → N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide (69559-40-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0968-0896(03)00059-2

Reference yield:

N-methyl-N-methyloxy-2-amino-5-chlorobenzamide (150879-48-4) → N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide (69559-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2: triethylamine / dichloromethane / -78 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.1c04039

Reference yield:

5-chloroanthranilic acid (635-21-2) → N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide (69559-40-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 2 h / 65 °C

1.2: Reflux

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / -78 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.1c04039

upstream raw materials:

5-chloro-2-aminobenzophenone

trifluoroacetic anhydride

N-methyl-N-methyloxy-2-amino-5-chlorobenzamide

5-chloroanthranilic acid

Downstream raw materials:

N-(4-chloro-2-(1-hydroxy-1-phenylprop-2-yn-1-yl)phenyl)-2,2,2-trifluoroacetamide

N-(4-chloro-2-(2-hydroxybenzoyl)phenyl)-2,2,2-trifluoroacetamide

6-chloro-3,4-dihydro-3-methyl-4-phenyl-2(1H)-quinazolinone

6-chloro-3,4-dihydro-3-(2-morpholinoethyl)-4-phenyl-2-trifluoromethylquinazoline

Refernces

• 1、 Thirupathi, Nuligonda,Hari Babu, Madala,Dwivedi, Vikas,Kant, Ruchir,Sridhar Reddy, Maddi. "Palladium-catalyzed tandem intramolecular oxy/amino-palladation/isocyanide insertion: Synthesis of α-benzofuranyl/indolylacetamides". supporting information. p. 2908 - 2911. Retrieved 2014/06/23.