N-(4-CHLOROPHENYL)-BETA-OXO-BENZENEPROPANAMIDE

Base Information

• Chemical Name: N-(4-CHLOROPHENYL)-BETA-OXO-BENZENEPROPANAMIDE
• CAS No.: 962-08-3
• Molecular Formula: C15H12ClNO2
• Molecular Weight: 273.719
• Mol file: 962-08-3.mol

Synonyms:3-oxo-3-phenyl-propionic acid-(4-chloro-anilide);N-(4-Chlorophenyl)-b-oxo-benzenepropanamide;Benzoylessigsaeure-(4-chlor-anilid);N-(4-chloro-phenyl)-3-oxo-3-phenyl-propionamide;Benzoylessigsaeure-<4-chlor-anilid>;N-(p-Chlor-phenyl)-benzoylacetamid;3-Oxo-3-phenyl-propionsaeure-(4-chlor-anilid);

Chemical Property of N-(4-CHLOROPHENYL)-BETA-OXO-BENZENEPROPANAMIDE

Chemical Property:

• PSA: 46.17000
• LogP: 3.62450

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-CHLOROPHENYL)-BETA-OXO-BENZENEPROPANAMIDE

There total 7 articles about N-(4-CHLOROPHENYL)-BETA-OXO-BENZENEPROPANAMIDE 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: 85.0%

p-chlorphenylisocyanate (104-12-1) + acetophenone (98-86-2) → N-(4-chlorophenyl)-3-oxo-3-phenylpropanamide (962-08-3) + N,N-diisopropyl-N'-(4-chlorophenyl)urea (82744-93-2)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; Yields of byproduct given; 1.) -78 deg C, 15 - 20 min, 2.) -78 deg C to room temperature, 2 h;

Reference yield: 65.63%

3-(4-chlorophenyl)-1,4,2-dioxazol-5-one (132401-91-3) + acetophenone (98-86-2) → N-(4-chlorophenyl)-3-oxo-3-phenylpropanamide (962-08-3)

Guidance literature:

With potassium tert-butylate; In toluene; at 110 ℃; Inert atmosphere;

DOI:10.1055/s-0040-1720889

Reference yield: 31.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-3-oxo-3-phenylpropanamide (962-08-3) + (Z)-ethyl 3-((4-chlorophenyl)amino)-3-phenylacrylate (86397-94-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 5h; Heating;

DOI:10.1016/S0040-4020(01)91855-1

upstream raw materials:

N-(4-chloro-phenyl)-sulfur imide oxide

5-phenylfuran-2,3-dione

p-chlorphenylisocyanate

acetophenone

Downstream raw materials:

(3aR,9aS)-3-Benzoyl-1-(4-chloro-phenyl)-4-methyl-1,3,3a,4,9,9a-hexahydro-pyrrolo[2,3-b]quinoxalin-2-one

(3aR,9aS)-3-Benzoyl-1-(4-chloro-phenyl)-4-ethyl-1,3,3a,4,9,9a-hexahydro-pyrrolo[2,3-b]quinoxalin-2-one

2-{2-[3-(4-Chloro-phenylamino)-5-phenyl-pyrazol-1-yl]-2-oxo-ethyl}-4-phenyl-2H-phthalazin-1-one

acetophenone

Refernces

• 1、 Kawade, Rahul Kisan,Tseng, Chang-Chin,Liu, Rai-Shung. "Copper-Catalyzed Aerobic Oxidations of 3-N-Hydoxyaminoprop-1-ynes to Form 3-Substituted 3-Amino-2-en-1-ones: Oxidative Mannich Reactions with a Skeletal Rearrangement". supporting information. p. 13927 - 13931. Retrieved 2016/02/18.
• 2、 Sukari, Mohamed A.,Vernon, John M.. "OXIDATION OF ENAMINE-ESTERS WITH LEAD TETRA-ACETATE - PART 3. β-AMINOCINNAMATES AND β-AMINOCROTONATES". . p. 793 - 796. Retrieved 2007/10/02.