2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric acid

Base Information

• Chemical Name: 2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric acid
• CAS No.: 94232-67-4
• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.321
• European Community (EC) Number: 303-995-2
• DSSTox Substance ID: DTXSID70915995
• Nikkaji Number: J382.637F
• Mol file: 94232-67-4.mol

Synonyms:94232-67-4;2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric acid;EINECS 303-995-2;2-[4-(1,3-dioxoisoindol-2-yl)phenyl]butanoic acid;2-[4-(1,3-DIHYDRO-1,3-DIOXO-2H-ISOINDOL-2-YL)PHENYL]BUTYRIC ACID;DTXSID70915995;2-[4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]butanoic acid;alpha-Ethyl-4-[(1,3-dihydro-1,3-dioxo-2H-isoindol)-2-yl]benzeneacetic acid

Chemical Property of 2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric acid

Chemical Property:

• Vapor Pressure: 5.67E-12mmHg at 25°C
• Boiling Point: 527.9°Cat760mmHg
• Flash Point: 273.1°C
• PSA: 74.68000
• Density: 1.356g/cm³
• LogP: 3.13040
• Water Solubility.: 7.72mg/L at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.10010796
• Heavy Atom Count: 23
• Complexity: 471

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3C2=O)C(=O)O
• Uses: Indobufen 1,?3-?Dioxo is a derivative of Indobufen(I576500) which is a platelet aggregation inhibitor. Indobufen is the anticoagulant drug and platelet aggregation inhibitor, which has anti-inflammatory analgesic effect. Indobufen is used as an antithrombotic.

Technology Process of 2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric acid

There total 2 articles about 2-(4-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)butyric 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: 89.9%

phthalic anhydride (85-44-9) + 2-(4-aminophenyl)butanoic acid (29644-97-1,118289-98-8,118290-00-9) → 2-[4-(1,3-dioxo-2-isoindolinyl)phenyl]butyric acid (94232-67-4)

Guidance literature:

at 40 - 80 ℃; for 3h; Temperature; Time; Large scale;

Reference yield:

2RS-(4-nitrophenyl)butanoic acid (7463-53-8,46406-87-5) → 2-[4-(1,3-dioxo-2-isoindolinyl)phenyl]butyric acid (94232-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal; acetic acid; hydrogen / 25 °C / 7500.75 Torr

2: 3 h / 40 - 80 °C / Large scale

With palladium on activated charcoal; hydrogen; acetic acid;

upstream raw materials:

2RS-(4-nitrophenyl)butanoic acid

phthalic anhydride

2-(4-aminophenyl)butanoic acid

Refernces