72288-78-9

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 4-methyl-2-phenyl-
• CAS NO: 72288-78-9
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• Mol File: 72288-78-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 4-methyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 4-methyl-2-phenyl-(72288-78-9)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 4-methyl-2-phenyl-(72288-78-9)

Safety Data

• Hazardous Substances Data: 72288-78-9(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 1608-48-6 3-Methyl-1,2-diiodobenzene 
• 62-53-3 aniline 
• 4389-45-1 3-methylantranilic acid 
• 941-69-5 N-phenyl-maleimide 
• 1576-87-0 trans-2-pentenal 
• 4727-29-1 phthalanilic acid 
• 4792-30-7 3-methylphthalic acid anhydride 
• 118-90-1 ortho-methylbenzoic acid 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 84839-32-7 1-methyl-anti-7,8-diazabicyclo<2.2.2>oct-5-ene-2,3,7,8-tetracarboxylic acid bis-N-phenylimide 
• 84839-32-7 1-methyl-syn-7,8-diazabicyclo<2.2.2>oct-5-ene-2,3,7-tetracarboxylic acid bis-N-phenylimide 
• 7055-03-0 2-methyl-N-phenylbenzamide 
• 23099-05-0 3-methyl-N-phenylbenzamide 

Relevant articles and documents

Organocatalyzed Synthesis of Highly Functionalized Phthalimides via Diels-Alder Reaction Employing Two Dienophiles

An efficient and facile protocol for the synthesis of biologically and pharmaceutically important phthalimides is developed by l-proline-catalyzed reaction between two dienophiles of α,β-unsaturated aldehydes and maleimides. The reaction involves an efficient benzannulation that proceeds via a formal [4 + 2] cycloaddition of azadiene intermediates generated in situ from enals and N-substituted maleimides. This protocol provides a variety of functionalized phthalimide derivatives, including a potent COX-2 enzyme inhibitor.

Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives

The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.

A rhodium-catalyzed cascade cyclization: Direct synthesis of N-substituted phthalimides from isocyanates and benzoic acids

A rhodium(III)-catalyzed amidation between benzoic acids and isocyanates via direct functionalization of an ortho C-H bond followed by intramolecular cyclization is described. This cascade cyclization affords N-substituted phthalimides in one step in 26-91% yields. The reaction is highly atom-economical, since no theoretical waste except for water is generated in the reaction.