149879-57-2

Basic information

• Product Name: N--phthalimid
• Synonyms: N--phthalimid
• CAS NO: 149879-57-2
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.36
• Mol File: 149879-57-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N--phthalimid(CAS DataBase Reference)
• NIST Chemistry Reference: N--phthalimid(149879-57-2)
• EPA Substance Registry System: N--phthalimid(149879-57-2)

Safety Data

• Hazardous Substances Data: 149879-57-2(Hazardous Substances Data)

Upstream product

• 136918-14-4 phthalimide 
• 18880-00-7 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene 
• 85-44-9 phthalic anhydride 
• 39895-55-1 4-(1,1-dimethylethyl)-benzenemethanamine 
• 1864-94-4 phenyl formate 
• 201230-82-2 carbon monoxide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 13939-06-5 molybdenum hexacarbonyl 
• 583-53-9 2,3-dibromobenzene 
• 19692-45-6 4-tert-butylbenzyl chloride 

Downstream Products

• 789462-13-1 N-<4-(1,1-Dimethylethyl)phenylmethyl>-α-methyl-1-naphthalinmethanamin 
• 59528-30-2 4-(1,1-dimethylethyl)benzenemethanamine hydrochloride 
• 39895-55-1 4-(1,1-dimethylethyl)-benzenemethanamine 

Relevant articles and documents

Immobilized palladium metal containing ionic liquid catalyzed one step synthesis of isoindole-1,3-diones by carbonylative cyclization reaction

Immobilized palladium metal containing ionic liquid (ImmPd-IL) catalyzed carbonylative cyclization reaction of 2-iodobenzoic acid and primary amine provided N-substituted isoindole-1,3-dione derivatives in good to excellent yield. The influence of various reaction parameters including the effect of base, solvent, temperature, time and CO pressure on carbonylative cyclization reaction using ImmPd-IL catalyst was investigated. Using optimized reaction parameters different aromatic, aliphatic and heterocyclic N-substituted isoindole-1,3-dione derivatives were synthesized from corresponding aryl amines. The developed protocol is heterogeneous, phosphine free and requires attainable reaction conditions like atmospheric CO pressure and lesser reaction time. The scope of the developed protocol was also extended for the synthesis of N-substituted isoindole-1,3-diones from methyl-2-iodobenoate and 1,2-diiodo benzene. The ImmPd-IL catalyst was recyclable up to four consecutive cycles and recycled catalyst was characterized by XPS analysis.

Mechanochemical N-alkylation of imides

The mechanochemical N-alkylation of imide derivatives was studied. Reactions under solvent-free conditions in a ball mill gave good yields and could be put in place of the classical solution conditions. The method is general and can be applied to various imides and alkyl halides. Phthalimides prepared under ball milling conditions were used in a mechanochemical Gabriel synthesis of amines by their reaction with 1,2-diaminoethane.

Palladium-catalyzed carbonylative synthesis of phthalimides from 1,2-dibromoarenes with molybdenum hexacarbonyl as carbon monoxide source

We describe here a convenient and mild, carbon monoxide gas-free palladium-catalyzed procedure to obtain N-substituted phthalimides with molybdenum hexacarbonyl as carbon monoxide precursor. These conditions tolerate a number of functional groups on the benzene ring as well as a number of amines and give the corresponding phthalimides in good to excellent yields. Copyright