95884-07-4

Basic information

• Product Name: 1H-[1,2,4]Triazolo[1,2-b]phthalazine-7,8-dicarboxylic acid, 2,3,5,6,9,10-hexahydro-1,3-dioxo-2-phenyl-, dimethyl ester
• CAS NO: 95884-07-4
• Molecular Formula: C20H19N3O6
• Molecular Weight: 397.387
• Mol File: 95884-07-4.mol

Chemical Properties

• CAS DataBase Reference: 1H-[1,2,4]Triazolo[1,2-b]phthalazine-7,8-dicarboxylic acid, 2,3,5,6,9,10-hexahydro-1,3-dioxo-2-phenyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-[1,2,4]Triazolo[1,2-b]phthalazine-7,8-dicarboxylic acid, 2,3,5,6,9,10-hexahydro-1,3-dioxo-2-phenyl-, dimethyl ester(95884-07-4)
• EPA Substance Registry System: 1H-[1,2,4]Triazolo[1,2-b]phthalazine-7,8-dicarboxylic acid, 2,3,5,6,9,10-hexahydro-1,3-dioxo-2-phenyl-, dimethyl ester(95884-07-4)

Safety Data

• Hazardous Substances Data: 95884-07-4(Hazardous Substances Data)

Upstream product

• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 80356-22-5 2,3-bis(iodomethyl)buta-1,3-diene 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 95884-03-0 2,3,5,8-tetrahydro-6,7-bis(iodomethyl)-2-phenyl-1H-<1,2,4>-triazolo<1,2-a>pyridazine-1,3-dione 
• 95884-04-1 2,3,5,6,7,8-hexahydro-6,7-dimethylene-2-phenyl-1H-<1,2,4>-triazolo<1,2-a>pyridazine-1,3-dione 

Relevant articles and documents

Tetramethyleneethane Equivalents: Recursive Reagents for Serialized Cycloadditions

New reactions and reagents that allow for multiple bond-forming events per synthetic operation are required to achieve structural complexity and thus value with step-, time-, cost-, and waste-economy. Here we report a new class of reagents that function like tetramethyleneethane (TME), allowing for back-to-back [4 + 2] cycloadditions, thereby amplifying the complexity-increasing benefits of Diels-Alder and metal-catalyzed cycloadditions. The parent recursive reagent, 2,3-dimethylene-4-trimethylsilylbutan-1-ol (DMTB), is readily available from the metathesis of ethylene and THP-protected 4-trimethylsilylbutyn-1-ol. DMTB and related reagents engage diverse dienophiles in an initial Diels-Alder or metal-catalyzed [4 + 2] cycloaddition, triggering a subsequent vinylogous Peterson elimination that recursively generates a new diene for a second cycloaddition. Overall, this multicomponent catalytic cascade produces in one operation carbo- and heterobicyclic building blocks for the synthesis of a variety of natural products, therapeutic leads, imaging agents, and materials. Its application to the three step synthesis of a new solvatochromic fluorophore, N-ethyl(6-N,N-dimethylaminoanthracene-2,3-dicarboximide) (6-DMA), and the photophysical characterization of this fluorophore are described. (Chemical Equation Presented).

AZO DIENOPHILES. DIELS-ALDER REACTIONS OF 4-PHENYL-1,2,4-TRIAZOLE-3,5-DIONE AND 5-PHENYLPYRAZOL-3-ONE WITH FUNCTIONALISED DIENES

4-Phenyl-1,2,4-triazole-3,5-dione (PTAD) undergoes a Diels-Alder reaction with a variety of functionalised dienes.The adduct (9) from 2,3-bis(iodomethyl)butadiene gives, on treatment with zinc-copper couple, the diene 2,3,5,6,7,8-hexahydro-6,7-dimethylene-2-phenyl-1H-triazolo-pyridazine-1,3-dione (10) which then reacts with dienophiles in a tandem Diels-Alder reaction.The unsymmetrical azo dienophile, 5-phenylpyrazol-3-one (3), reacts regioselectively with 1-acetoxy-butadiene to give, after hydrolysis, the alcohol 5,8-dihydro-8-hydroxy-3-phenyl-1H-pyrazolo-pyridazin-1-one (19).