1807-49-4

Basic information

• Product Name: (1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)diazenium
• CAS NO: 1807-49-4
• Molecular Formula: C₉H₄N₂O₂
• Molecular Weight: 173.1477
• Mol File: 1807-49-4.mol

Chemical Properties

• CAS DataBase Reference: (1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)diazenium(CAS DataBase Reference)
• NIST Chemistry Reference: (1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)diazenium(1807-49-4)
• EPA Substance Registry System: (1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)diazenium(1807-49-4)

Safety Data

• Hazardous Substances Data: 1807-49-4(Hazardous Substances Data)

Upstream product

• 35662-09-0 2-phenylsulfanyl-2,3-dihydro-1H-indane-1,3-dione 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 78350-49-9 4-azido-1,2,5-oxadiazol-3-amine 
• 85-44-9 phthalic anhydride 

Downstream Products

• 89-51-0 Homophthalic acid 
• 105678-94-2 2-phenylspiroindene>-1',3'-dione 
• 61124-68-3 2-benzylspiroindene>-1',3'-dione 
• 114158-24-6 2-(4-chlorophenyl)spiroindene>-1',3'-dione 
• 114158-23-5 2-(4-methylphenyl)spiroindene>-1',3'-dione 
• 114158-26-8 2-(4-nitrophenyl)spiroindene>-1',3'-dione 
• 114158-25-7 2-(4-bromophenyl)spiroindene>-1',3'-dione 
• 113337-72-7 2-[4-(Ethoxy-diphenyl-methyl)-phenyl]-indan-1,3-dione 
• 114158-17-7 2-cyclohexylindan-1,3-dione 
• 113138-74-2 2-(1,1-Dimethyl-allyl)-2-phenylsulfanyl-indan-1,3-dione 
• 116450-93-2 (R)-5-benzyloxymethyl-2-(1,3-dioxo-2-indanylidene)tetrahydrofuran 
• 113138-79-7 2-[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-allyl]-2-phenylsulfanyl-malonic acid diethyl ester 
• 113138-77-5 2-(1-Benzyloxymethyl-allyl)-2-phenylsulfanyl-indan-1,3-dione 
• 938-24-9 indantrione 

Relevant articles and documents

Azido-1,2,5-oxadiazoles in reactions with 1,3-dicarbonyl compounds

The 1,3-dipolar cycloaddition of azido-1,2,5-oxadiazoles (azidofurazans) to dicarbonyl compounds was studied, and a new procedure for the synthesis of 4-R-3-(4-R1-5-R2-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles was proposed.

Pyryliumolates. III. Synthesis of Annulated Benzotropolones

Dirhodiumtetraacetate catalyzed nitrogen extrusion from diazocarbonyl compounds (2a-f, 19c, 23d-f, 25b) yields benzopyryliumolates (3), which were trapped intramolecularly in situ to give tetracyclic adducts (4a, 5a-d, 20, 24a-c, 26). Starting with 5a and 5d annulated benzotropolones (12a, d) are accessible.

Reactions of tosyl azide with 2-phenoxy- and 2-phenylsulfanyl-2,3-dihydro-1H-indane-1m3-dione. Unexpected reactivity of intermediate 4-acyl-5-hydroxy-1-tosyltriazolenes

The reaction of tosyl azide 1 with 2-phenoxy-2,3-dihydro-1H-indane-1,3-dione 2c, carried out in hexamethylphosphoramide (HMPA) or in diethyl ether in the presence of triethylamine, fails to afford the expected diazo transfer product, i.e. the diazoacetophenone 3c (3c'), but instead leads to the dimeric indanedione 7 the formation of which is primarily ascribable to preferential fragmentation of the transient hydroxytriazoline 4c to give zwitterion 9c and dinitrogen.Under comparable conditions, tosyl azide 1 and 2-phenylsulfanyl-2,3-dihydro-1H-indane-1,3-dione 2d in HMPA gives the ring-expanded hydroxybenzopyran 15, the formation of which is similarly ascribed to preferential fragmentation of the corresponding 4,5-dihydro-1H-triazole 4d to give zwitterion 9d.However, analogous reaction of the dione 2d in THF, in the presence of triethylamine, affords 2-diazo-2,3-dihydro-1H-indane-1,3-dione along with diphenyl disulfide, toluene-p-sulfonamide and phenyl toluene-4-thiosulfonate.These latter products are believed to arise from ready decomposition of the 4,5-dihydro-1H-triazole 4d precursor, i.e. the triazenyl anion 13.X-Ray structure analyses of compound 7 and the acetoxybenzopyran 17 are also reported.