α-PhthaliMido-o-toluic acid

Base Information

• Chemical Name: α-PhthaliMido-o-toluic acid
• CAS No.: 53663-18-6
• Molecular Formula: C16H11NO4
• Molecular Weight: 281.268
• Mol file: 53663-18-6.mol

Synonyms:2-Methyl-2-phthalimidopropionic acid;2-METHYL-2-PHTHALIMIDO PROPANOIC ACID;RARECHEM AL CC 1137;2-Phthalimidomethyl-benzoesaeure;2-phthalimidomethyl-benzoic acid;

Chemical Property of α-PhthaliMido-o-toluic acid

Chemical Property:

• Vapor Pressure: 1.39E-10mmHg at 25°C
• Boiling Point: 494.2oC at 760 mmHg
• Flash Point: 252.7oC
• PSA: 74.68000
• Density: 1.454g/cm3
• LogP: 2.11890

Purity/Quality:

99% ^*data from raw suppliers

2-((1,3-Dioxoisoindolin-2-yl)methyl)benzoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-PhthaliMido-o-toluic acid

There total 9 articles about α-PhthaliMido-o-toluic acid 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: 80.0%

2-benzofuran-1(3H)-one (87-41-2) + potassium phtalimide (1074-82-4) → 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoic acid (53663-18-6)

Guidance literature:

In N,N-dimethyl-formamide; for 6h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1002/chem.201600107

Reference yield: 70.0%

phthalimide potassium salt + 2-benzofuran-1(3H)-one (87-41-2) → 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoic acid (53663-18-6)

Guidance literature:

In N,N-dimethyl-formamide; for 10h; Reflux;

DOI:10.1002/adsc.201700780

Reference yield:

2-phthalimidomethyl-benzoic acid ethyl ester (409109-51-9) → 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoic acid (53663-18-6)

Guidance literature:

With formic acid; sulfuric acid;

DOI:10.1021/ja01582a026

upstream raw materials:

2-benzofuran-1(3H)-one

potassium phtalimide

2-phthalimidomethyl-benzoic acid ethyl ester

α-phthalimido-o-toluoyl chloride

Downstream raw materials:

2-((1,3-dioxoisoindolin-2-yl)methyl)benzaldehyde

2-phthalimidomethyl-benzoic acid ethyl ester

N-(2-diethoxymethyl-benzyl)-phthalimide

2-(aminomethyl)-benzoic acid

Refernces

• 1、 Mourad, Ahmed A. E.,Khodir, Ahmed E.,Saber, Sameh,Mourad, Mai A. E.. "Novel potent and selective DPP-4 inhibitors: Design, synthesis and molecular docking study of dihydropyrimidine phthalimide hybrids". . p. 1 - 24. Retrieved 2021/02/26.
• 2、 Zeng, Fanxun,Quan, Lina,Yang, Guantian,Qi, Tiantian,Zhang, Letian,Li, Shiliang,Li, Honglin,Zhu, Lili,Xu, Xiaoyong. "Structural optimization and structure–activity relationship of 4-thiazolidinone derivatives as novel inhibitors of human dihydroorotate dehydrogenase". . . Retrieved 2019/08/07.