421586-21-2

Basic information

• Product Name: 6,6-dimethyl-9-phenyl-5,6,7,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one
• Synonyms: 6,6-dimethyl-9-phenyl-5,6,7,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one
• CAS NO: 421586-21-2
• Molecular Formula: C17H18N4O
• Molecular Weight: 294.35102
• Mol File: 421586-21-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,6-dimethyl-9-phenyl-5,6,7,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6-dimethyl-9-phenyl-5,6,7,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one(421586-21-2)
• EPA Substance Registry System: 6,6-dimethyl-9-phenyl-5,6,7,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one(421586-21-2)

Safety Data

• Hazardous Substances Data: 421586-21-2(Hazardous Substances Data)

Upstream product

• 19744-83-3 3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione 
• 61-82-5 3-amino-1,2,4-triazole 
• 100-52-7 benzaldehyde 
• 126-81-8 dimedone 
• 61-82-5 3⁽⁵⁾-amino-1,2,4-triazole 
• 28746-58-9 2-benzylidene-5,5-dimethylcyclohexane-1,3-dione 

Relevant articles and documents

Silica-coated magnetic nanoparticles containing bis dicationic bridge for the synthesis of 1,2,4-triazolo pyrimidine/ quinazolinone derivatives

In this work and for the first time, the preparation of bis-[(3-aminopropyl)triethoxysilane]dichloride immobilized on magnetic nano γ-Fe2O3&at;SiO2 via the reaction of two molecules of 3-aminopropyl)triethoxysilane with 1,

Synthesis of 9-aryl-6,6-dimethyl-5,6,7,9-tetrahydro-1,2,4-triazolo-[5,1-b]quinazolin-8(4H) ones

The reaction of 3-amino-1,2,4-triazole with arylidene derivatives of dimedone and their potential synthetic equivalents leading to the formation of 9-aryl-6,6-dimethyl-5,6,7,9-tetrahydro-1,2,4-triazolo-[5,1-b]quinazolin-8(4H) ones has been studied. The direction of heterocyclization has been established, and the possible mechanisms for the formation of the pyrimidine heterocycle have been analysed.

Convenient synthesis of 6,7-dihydroazolo[5,1-b]quinazolin-8(5H)-one derivatives

Three-component condensation of 3(5)-aminoazoles with benzaldehydes and dimedone in acetonitrile in the presence of montmorillonite KSF as heterogeneous catalyst regioselectively afforded 5,6,7,9-tetrahydroazolo[5,1-b]quinazolin-8(4H)-one derivatives in g

A simple, economical, and environmentally benign protocol for the synthesis of [1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one and hexahydro[4,5]benzimidazolo[2,1-b]quinazolinone derivatives

Abstract An efficient synthesis of [1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one and hexahydro[4,5]benzimidazolo[2,1-b]quinazolinone derivatives with good yields is described. This method involves three-component reaction between aldehydes, dimedone, and 3-a

Preparation and application of a novel supported 3-(3-sulfamic acid imidazolium trifluoroacetate)propyl triethoxysilane on magnetic nanoparticles as a new magnetic ionic liquid for the synthesis of triazole quinazolinones and fused pyrimidines

Abstract: Supported 3-(3-sulfamic acid imidazolium trifluoroacetate)propyl triethoxysilane on magnetic nanoparticles as a novel nanocatalyst was synthesized and characterized by FT-IR, XRD, TGA, SEM, TEM and VSM techniques. The catalytic activity of the m

Agar-entrapped sulfonated DABCO: Agelly acidic catalyst for the acceleration of one-pot synthesis of 1,2,4-triazoloquinazolinone and some pyrimidine derivatives

In this project, a recently synthesized DABCO-based catalyst is entrapped in agar to reduce its moisture sensitivity leading to enhancement of its stability and catalytic activity. After preparation and identification this new reagent is used as an efficient and environmentally safe catalyst for the preparation of 1, 2, 4-triazoloquinazolinone and some pyrimidine derivatives. This method is accompanied with some superiorities such as, simple operation, mild and green conditions, use of low cost and non-hazardous natural material, short reaction times, easy preparation methods and simple work-up procedures. The prepared catalyst can be re-used for several times in all of the studied reactions without any appreciable loss in its activity.

Ionic liquid-catalyzed synthesis of triazoloquinazolinones, chromeno[4,3-d]benzothiazolopyrimidines and benzoimidazopyrimidine derivatives

1,3-Disulfonic acid imidazolium trifluoroacetate ([Dsim][CF3CO2]) was employed as an efficient, homogeneous and recyclable ionic liquid catalyst for the synthesis of triazoloquinazolinones, chromeno[4,3-d]benzothiazolopyrimidines and

Preparation and characterization of a novel DABCO based tetra cationic ionic liquid as a reusable catalyst for the multi-component synthesis of 2H-indazolo[2,1-b]phthalazine-trione and [1,2,4]triazoloquinazolinone derivatives under solvent-free condition

In current study, a new DABCO based tetra cationic ionic liquid, formulated as [C4(H-DABCO)2][HSO4]4 is easily prepared and characterized using FT-IR, 1H NMR,13C NMR, TGA, and DTG analysis, and also pH-metric titration method. In continue, the efficiency of the prepared catalyst in the acceleration of the synthesis of 2H-indazolo[2,1-b]phthalazine-trione and [1,2,4]triazoloquinazolinone derivatives, is investigated. Simple experimental procedure, using available and low-cost starting materials for the preparation of the catalyst, reusability of the catalyst, isolation of products without using chromatographic methods, short reaction times, high isolated yields, and solvent-free conditions are the most important features of the present method.

Heterogeneous AlPO4(SO3H) nanosheets: novel catalyst for the multi-component synthesis of quinazolinones and highly functionalized piperidines

Abstract: Nanosheets AlPO4(SO3H) as a highly active solid acid catalyst were prepared and characterized. The morphology of obtained catalyst exhibited nanosheets with?～?25–35?nm thickness. The heterogeneous nanocatalyst was characterized by FT-IR, EDX, and FE-SEM analysis. The nanosulfonated-AlPO4 were found useful for cyclization synthesis of highly functionalized piperidines and quinazolinones derivatives in good to excellent yields. Notable features include easy and quick isolation of products, ease of handling of the catalyst at low cost, no need to purify with column chromatography, and mild reaction conditions. In addition, according to the literature, another significant feature of our method for quinazolinone synthesis is that structurally diverse molecules were synthesized. Finally, the newly developed catalytic systems avoid the use of toxic metal catalysts and were reused up to 5 times without a noticeable their catalytic activity.

Efficiency of NaHSO4 modified periodic mesoporous organosilica magnetic nanoparticles as a new magnetically separable nanocatalyst in the synthesis of [1,2,4]triazolo quinazolinone/pyrimidine derivatives

Immobilized NaHSO4 on core/shell phenylene bridged Periodic mesoporous organosilica magnetic nanoparticles (γ-Fe2O3@Ph-PMO-NaHSO4) as a new acidic magnetically separable nanocatalyst was successfully prepared in three steps: (i) preparation of γ-Fe2O3 nanoparticles by a precipitation method, (ii) synthesis of an organic-inorganic periodic mesoporous organosilica structure with phenyl groups on the surface of γ-Fe2O3 magnetic nanoparticles (MNPs) and (iii) finally adsorption of NaHSO4 on periodic mesoporous organosilica (PMO) network. The results of N2 adsorption-desorption isotherms, XRD and TEM showed formation of the Periodic mesoporous organosilica magnetic nanocomposite with the uniform size up to 15 nm. The efficiency of the new catalyst was evaluated in promoting the synthesis of [1,2,4]triazolo quinazolinone/pyrimidine derivatives as important biologically active compounds. Eco-friendly protocol, high yields, short reaction times, reusability of the catalyst and easy and quick isolation of the products are the main advantages of this procedure.