20141-47-3

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-phenyl-, cis-
• CAS NO: 20141-47-3
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Mol File: 20141-47-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-phenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-phenyl-, cis-(20141-47-3)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-phenyl-, cis-(20141-47-3)

Safety Data

• Hazardous Substances Data: 20141-47-3(Hazardous Substances Data)

Upstream product

• 77-79-2 3-Sulfolene 
• 941-69-5 N-phenyl-maleimide 
• 59157-31-2 (+/-)-cis-6-phenylcarbamoyl-cyclohex-3-ene-r-carboxylic acid 
• 18668-68-3 4-bromo-buta-1,2-diene 
• 124597-49-5 (buta-1,3-dien-2-yl)triethoxysilane 
• 62-53-3 aniline 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 83248-64-0 3a-Allyl-2-phenyl-hexahydro-isoindole-1,3-dione 
• 83248-61-7 (1S,6R)-8-Phenyl-8-aza-tricyclo[4.3.3.0^1,6]dodecane-7,9-dione 
• 83248-62-8 12-Phenyl-12-aza-tricyclo[4.4.3.0^1,6]tridecane-11,13-dione 
• 83248-63-9 (1R,7S)-13-Phenyl-13-aza-tricyclo[5.4.3.0^1,7]tetradecane-12,14-dione 
• 83248-56-0 C₁₄H₁₃NO₂^(2-)*2Li⁽¹⁺⁾ 
• 83248-65-1 C₁₄H₁₁NO₂^(2-)*2Li⁽¹⁺⁾ 
• 26491-47-4 N-phenyltetrahydrophthalimide 
• 73679-10-4 endo-exo-n-phenylimide of 1,2,3,4,11,11-hexachlorotricyclo<6.2.1.0^5,10>undecen-2-ene-7,8-dicarboxylic acid 
• 91026-94-7 C₃₃H₂₆Cl₄N₂O₄ 
• 83248-75-3 (1-Oxo-1,3,4,5,8,8a-hexahydro-2H-naphthalene-4a-carbonyl)-phenyl-carbamic acid ethyl ester 
• 83248-74-2 (1R,6S)-12-Phenyl-12-aza-tricyclo[4.4.3.0^1,6]tridec-8-ene-2,11,13-trione 
• 133638-25-2 N-phenyl-5-(3,5-dioxo-4-benzyl-1,2,4-triazolidin-1-yl)-3-cyclohexene-1,2-dicarboximide 
• 19626-85-8 syn-4-phenyltetrahydro-1aH-oxireno[2,3-f]isoindole-3,5(4H,5aH)-dione 

Relevant articles and documents

Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: Application to the synthesis of vernakalant

Ammonium persulfate-dimethyl sulfoxide (APS-DMSO) has been developed as an efficient and new dehydrating reagent for a convenient one-pot process for the synthesis of miscellaneous cyclic imides in high yields starting from readily available primary amines and cyclic anhydrides. A plausible radical mechanism involving DMSO has been proposed. The application of this facile one-pot imide forming process has been demonstrated for a practical synthesis of vernakalant.

Tandem Diels-Alder/cross-coupling reactions of generated in situ organoindium reagents in a one-pot process

[Chemical equation presented] Tandem Diels-Alder/ cross-coupling reactions with organoindium reagents generated in situ from 1-bromo-2,3-butadiene and indium were developed in a one-pot process. [4 + 2] Cycloaddition reactions using organoindium reagents and subsequent Pd-catalyzed cross-coupling reactions provided the rapid synthesis of six-membered carbocycles starting from 1-bromo-2,3-butadiene.

Antifungal properties of novel N- and α,β-substituted succinimides against dermatophytes

The synthesis and antifungal properties of a series of new N-aryl α,β-substituted succinimides against a panel of dermatophytes of clinical relevance are reported. Among those compounds possessing a N-phenyl substituent, 7-thia-2-azabicyclo[2,2,1]hept-2-en-3-amine[5,6-c]succinimide was the better inhibitor of Trichophyton rubrum, the major ethiological agent of all infections produced by dermatophytes. In contrast, succinimides containing a N-(p-sulfonylphenyl) substituent, only inhibited Epidermophyton floccosum, all active compounds possessing an oxabicyclo group in positions α,β of the imide. Substituents on the oxabicyclo group were important for the activity. Regarding the mechanism of action, N-(p-N′-4-methoxyphenylsulfamoylphenyl) -8-oxabicyclo[2,2,1]hept-4-en-3-methyl[5,6-c]succinimide produced a mottled inhibition halo in the Neurospora crassa assay, showing that it would act by inhibiting the synthesis or assembly of the fungal cell wall.