Propanoic acid, 2,2-dimethyl-3-oxo-3-(phenylamino)-

Base Information

• Chemical Name: Propanoic acid, 2,2-dimethyl-3-oxo-3-(phenylamino)-
• CAS No.: 72708-59-9
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• Mol file: 72708-59-9.mol

Synonyms:

Chemical Property of Propanoic acid, 2,2-dimethyl-3-oxo-3-(phenylamino)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanoic acid, 2,2-dimethyl-3-oxo-3-(phenylamino)-

There total 9 articles about Propanoic acid, 2,2-dimethyl-3-oxo-3-(phenylamino)- 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%

2-cyano-2-methyl-N-phenylpropanamide → 2,2-dimethyl-3-oxo-3-(phenylamino)propanoic acid (72708-59-9)

Guidance literature:

With potassium phosphate; water; dihydrogen peroxide; In 1,4-dioxane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jacs.9b11349

Reference yield: 61.0%

aniline (62-53-3) + 2,2-dimethylmalonic acid (595-46-0) → 2,2-dimethyl-3-oxo-3-(phenylamino)propanoic acid (72708-59-9)

Guidance literature:

2,2-dimethylmalonic acid; With thionyl chloride; In tetrahydrofuran; at 90 ℃; for 2h; Reflux;

aniline; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/jacs.8b03187

Reference yield:

2-bromo-2-methyl-N-phenylpropanamide (2322-45-4) → 2,2-dimethyl-3-oxo-3-(phenylamino)propanoic acid (72708-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium phosphate / tetrahydrofuran / 24 h / 110 °C / Inert atmosphere

2: potassium phosphate; water; dihydrogen peroxide / 1,4-dioxane / 24 h / 0 - 20 °C / Inert atmosphere

With potassium phosphate; water; dihydrogen peroxide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jacs.9b11349

upstream raw materials:

3-anilino-2,2-dimethyl-3-oxo-propanoic acid methyl ester

2,2-dimethyl-malonyl monochloride

aniline

2,2-dimethylmalonic acid

Downstream raw materials:

3,3-dimethyl-1,2,3,4-tetrahydro-1-p-tolylsulphonylquinoline

3,3-dimethyl-1,2-dihydro-1-p-tolylsulphonylquinolin-4(3H)-one

3-(N-phenyl-p-toluenesulphonyl-3-amino)-2,2-dimethylpropionic acid

N-(3-Hydroxy-2,2-dimethyl-propyl)-4-methyl-N-phenyl-benzenesulfonamide

Refernces

• 1、 Barraza, Scott J.,Denmark, Scott E.. "Synthesis, Reactivity, Functionalization, and ADMET Properties of Silicon-Containing Nitrogen Heterocycles". supporting information. p. 6668 - 6684. Retrieved 2018/06/12.
• 2、 Krapcho, A. Paul,Stephens, W. P.. "General Synthetic Route to Malonamic Acids and 3-Thiomalonamic Acids. Amidations and Thioamidations of α Anions of Carboxylate Salts with Alkyl and Aryl Isocyanates and Isothiocyanates". . p. 1106 - 1109. Retrieved 2007/10/02.