85468-51-5

Basic information

• Product Name: 2-benzylamino-1H-isoindole-1,3(2H)-dione
• Synonyms: 2-benzylamino-1H-isoindole-1,3(2H)-dione
• CAS NO: 85468-51-5
• Molecular Weight: 252.272
• Mol File: 85468-51-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-benzylamino-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzylamino-1H-isoindole-1,3(2H)-dione(85468-51-5)
• EPA Substance Registry System: 2-benzylamino-1H-isoindole-1,3(2H)-dione(85468-51-5)

Safety Data

• Hazardous Substances Data: 85468-51-5(Hazardous Substances Data)

Upstream product

• 1875-48-5 N-aminophthalamide 
• 100-52-7 benzaldehyde 
• 287729-00-4 N-benzyl-N-tert-butyloxycarbonylaminophthalimide 
• 257885-38-4 2-[N'-(2,2,2-Trifluoro-acetyl)-hydrazinocarbonyl]-benzoic acid 
• 220294-74-6 N-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2,2,2-trifluoro-acetamide 
• 85-44-9 phthalic anhydride 
• 287728-96-5 N-benzyl-N-trifluoromethylcarbonylaminophthalimide 
• 85468-44-6 (E)-2-(benzylideneamino)isoindole-1,3-dione 

Downstream Products

• 614-31-3 N-benzyl-N-phenylhydrazine 
• 643752-18-5 acetic acid 2-benzylamino-3-oxo-2,3-dihydro-1H-isoindol-1-yl ester 
• 643752-13-0 2-(benzylamino)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one 
• 530740-37-5 2-(N-benzyl-anilino)-isoindoline-1,3-dione 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 555-96-4 Benzylhydrazine 

Relevant articles and documents

Extending the Scope of the B(C6F5)3-Catalyzed C=N Bond Reduction: Hydrogenation of Oxime Ethers and Hydrazones

The B(C6F5)3-catalyzed hydrogenation is applied to aldoxime triisopropylsilyl ethers and hydrazones bearing an easily removable phthaloyl protective group. The C=N reduction of aldehyde-derived substrates (oxime ethers and hydrazones) is enabled by using 1,4-dioxane as the solvent known to participate as the Lewis-basic component in FLP-type heterolytic dihydrogen splitting. More basic ketone-derived hydrazones act as Lewis bases themselves in the FLP-type dihydrogen activation and are therefore successfully hydrogenated in nondonating toluene. The difference in reactivity between aldehyde- and ketone-derived substrates is also reflected in the required catalyst loading and dihydrogen pressure.

Regioselective Reduction of 2-(Arylideneamino)isoindole-1,3-diones - Synthesis of Alkaloid Analogues by N-Acylhydrazonium Ion Aromatic π-Cyclization

Hydroxylactams 6a-c and 7a-c were synthesized by successive regioselective reductions of arylideneaminophthalimides 3a-c, which were easily available from aminophthalimide 1 and benzaldehyde (2a) or thiophenecarboxaldehydes 2b and 2c. N-Acylhydrazonium io

New Synthesis of 1,1-Substituted Hydrazines by Alkylation of N-Acyl- or N-alkyloxycarbonylaminophthalimide Using the Mitsunobu Protocol

N-acyl- and N-alkoxycarbonylaminophthalimides are prepared using a convenient reaction and are efficiently used as acid partners in Mitsunobu reaction. This reaction allows them to be alkylated by primary, secondary or benzyl groups. Comparison of the reactivities and pKa values of these N-substituted aminophthalimides suggest that the success of the Mitsunobu reaction in this case seems to be governed more by steric than by electronic effects. A final dephthaloylation step results in an efficient method for the preparation of 1,1-substituted hydrazines.