72708-83-9

Upstream product

• 622-58-2 p-Tolylisocyanate 
• 35580-58-6 C₁₁H₁₅N₃O₃ 
• 79491-05-7 4-(4-methylphenyl)-1,2,4-triazolidine-3,5-dione 

Downstream Products

• 96025-94-4 3,5-Dioxo-2-(9H-thioxanthen-9-ylio)-4-p-tolyl-1,2,4-triazolidin-1-id-10,10-dioxid 
• 98965-62-9 <1-Ethoxy-3,4,4-trimethyl-1-<4-(4-methylphenyl)-3,5-dioxo-1,2,4-triazolidin-1-yl>-2-pentenyl>phosphonsaeure-dimethylester 
• 96025-93-3 2-(9,10-Dihydro-10-oxo-9-anthracenylio)-3,5-dioxo-4-p-tolyl-1,2,4-triazolidin-1-id 
• 96025-96-6 2-(Diphenylmethylio)-3,5-dioxo-4-p-tolyl-1,2,4-triazolidin-1-id 
• 1258974-68-3 C₃₁H₄₁N₃O₄Si 
• 72708-77-1 3-<4-(p-Tolyl)-2H-1,2,4-triazoline-3,5-dionyl>-2,4-pentanedione 
• 72708-76-0 Ethyl 2,2-Bis<4-(p-methylphenyl)-2H-1,2,4-triazoline-3,5-dionyl>-3-oxobutanoate 
• 96025-95-5 2-(10,11-Dihydro-5H-dibenzocyclohepten-5-ylio)-3,5-dioxo-4-p-tolyl-1,2,4-triazolidin-1-id 
• 67723-30-2 1-methyl-7,13,14-triphenyl-4-p-tolyl-cis-transoid-1,12-cis-8-transoid-8,9-cis-9-2,4,6-triaza-10-oxapentacyclo<5,5,2,0,0>tetradec-13-ene-3,5-dione 
• 67723-30-2 6,7-epoxy-5-methyl-8,10,11-triphenyl-2-p-tolyl-hexahydro-5,8-etheno-cyclobuta[d][1,2,4]triazolo[1,2-a]pyridazine-1,3-dione 
• 1354201-89-0 C₂₃H₂₃N₃O₅ 

Relevant academic research and scientific papers

Construction of polyheterocyclic benzopyran library with diverse core skeletons through diversity-oriented synthesis pathway: Part II

As a continuation of our previous report (J. Comb. Chem.2010, 12, 548-558), we accomplished the diversity-oriented synthesis of polyheterocyclic small-molecule library with privileged benzopyran substructure. To ensure the synthetic efficiency, we utilized the solid-phase parallel platform and the fluorous-tag-based solution-phase parallel platform to construct a 284-member polyheterocyclic library with six distinct core skeletons with an average purity of 87% on a scale of 5-10 mg. This library was designed to maximize the skeletal diversity with discrete core skeletons in three-dimensional space and the combinatorial diversity with four different benzopyranyl starting materials and various building blocks. Together with our reported benzopyranyl library, we completed the construction of polyheterocyclic benzopyran library with 11 unique scaffolds and their molecular diversity was visualized in chemical space using principle component analysis (PCA).

A new addition-rearrangement of [1,4]thiazine-2-thiones with aryl-1,2,4-triazoline-3,5-diones

Arylcarbamoylimino derivatives of the (1,3-dithiol-2-ylidene)-1,2]dithiolo[3,4-b][1,4]thiazine ring system were synthesized by a new addition-rearrangement reaction of [1,2]dithiolo[1,4]thiazine-2-thiones with 4-aryl-1,2,4-triazoline-3,5-diones.

Proton, Electron, and Hydrogen Atom Transfers from Ions, Radical, and Radical Ions Derived from Substituted Urazoles and Triazolediones

In dimethyl sulfoxide (DMSO) solution, pKa's for the monoanion and radical derived from 4-phenylurazole have been determined to be 24.8 and 9 +/- 2, respectively.The acidity constant for the 4-phenylurazolyl radical has been determined via a thermochemical cycle that incorporates proton- and electron-transfer data for ions and radicals derived from 4-phenylurazole and 4-phenyl-1,2,4-triazoline-3,5-dione.The acidity data indicate that (a) the 4-phenylurazolide monoanion is ca. 14 pKa units less acidic than 4-phenylurazole (pKa = 11.0) and (b) the 4-phenylurazolyl radical is slightly more acidic than 4-phenylurazole.The estimated pKa for the 4-phenylurazolyl radical is reasonable in light of the reversible cyclic voltammetric reduction observed for 4-phenyl-1,2,4-triazoline-3,5-dione.Also in DMSO solution, the homolytic strengths of hydrazyl N-H bonds present in 4-phenylurazole as well as for the monoanion and radical derived from 4-phenylurazole, are within 3 kcal/mol of each other.These data suggest that the 4-phenylurazolyl radical disproportionation raction (forming 4-phenylurazole and 4-phenyl-1,2,4-triazoline-3,5-dione) is approximately thermoneutral.Similar relationships are found for ions, radicals, and radical ions derived from 4-methylurazole and 4-methyl-1,2,4-triazoline-3,5-dione.

Investigations on Diazo Compounds and Azides, LII: Stable Azomethine Imine Dipoles from Diazo Compounds and 3H-1,2,4-Triazole-3,5(4H)-diones

The aryl-substituted diazo compounds 1a-h react with the triazolediones 2a-c at 20 deg C in benzene with loss of nitrogen to the stable azomethine imine dipoles 4a-p.Their 1,3-dipolar character is revealed in the addition of methanol and ethanol (4d-f -> 5a-f) as well as in cycloaddition reactions with dimethyl acetylenedicarboxylate (4d,e -> 6a,b) and phenyl isocyanate (4d -> 7).Bisdipoles are obtained by two different ways: Either bisdiazo compounds are reacted with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (12a,b + 2 2a -> 13a,b) or the bistriazoledione 14 is transformed into the bisdipoles 15a-d with diazo compounds (1a,c,d, and i).Dipole moments, molecular weights, IR, UV, 1H NMR, and 13C NMR spectroscopic data are in agreement with the dipole structures.