361481-42-7

Basic information

• Product Name: ethyl 7-(4-bromophenyl)-5-methyl-4,7-dihydrotetraazolo[1,5-a]pyrimidine-6-carboxylate
• Synonyms: ethyl 7-(4-bromophenyl)-5-methyl-4,7-dihydrotetraazolo[1,5-a]pyrimidine-6-carboxylate
• CAS NO: 361481-42-7
• Molecular Formula: C₁₄H₁₄BrN₅O₂
• Molecular Weight: 364.19726
• Mol File: 361481-42-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 7-(4-bromophenyl)-5-methyl-4,7-dihydrotetraazolo[1,5-a]pyrimidine-6-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 7-(4-bromophenyl)-5-methyl-4,7-dihydrotetraazolo[1,5-a]pyrimidine-6-carboxylate(361481-42-7)
• EPA Substance Registry System: ethyl 7-(4-bromophenyl)-5-methyl-4,7-dihydrotetraazolo[1,5-a]pyrimidine-6-carboxylate(361481-42-7)

Safety Data

• Hazardous Substances Data: 361481-42-7(Hazardous Substances Data)

Upstream product

• 4418-61-5 5-aminotetrazole 
• 141-97-9 ethyl acetoacetate 
• 1122-91-4 4-bromo-benzaldehyde 
• 123629-46-9 5-ethoxycarbonyl-6-methyl-4-(4-bromophenyl)-3,4-dihydropyrimidin-2(1H)-thione 

Relevant articles and documents

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

Here, we synthesized new thiazole complexes from Cu (II), Fe (III), and Pd (II) ions. Such complexes were characterized to present their chemical formulae, firstly. The octahedral geometry was suggested for the investigated complexes except Pd (II) complex (ARPTPd), which has a square-planer arrangement. ARPTPd was planned to be used as a catalyst for synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives at mild conditions. The catalytic activity of ARPTPd complex in four-components reaction approach was deliberately monitored till it reaches the most favorable conditions. The advantages of suggested catalyst were basically summarized by using green solvent (H2O), lower reaction time, and high products yields. Also, the superiority of ARPTPd complex and ultrasonic irradiation towards synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives was revealed compared with other Lewis acids, basic, and ionic liquid catalysts. Furthermore, the mildness of conversion and compatibility with different functional groups makes it attractive. In addition, in consecration, computational aspects were often taken according to their effect on the declaration or discrimination of variable functional characteristics. Crystal packing systems of complexes were configured to extract important surface properties. DFT study was also applied to explain the causes behind the superiorly of ARPTPd complex. Also, the optimization process for intermediates was executed to support the suggested mechanism. Finally, this simple, economical, and green catalytic procedure may be applied to the industry in future.

Facile synthesis of tetrazolo[1,5-a]pyrimidine with the aid of an effective gallic acid nanomagnetic catalyst

The present work is the first report of nano-Fe3O4@SiO2-NH-gallic acid in multicomponent reactions as a catalyst. One-pot condensation of various aromatic aldehydes, ?-ketoesters and 5-aminotetrazole to deliver the desired tetrazolo[1,5-a]pyrimidine derivatives is investigated. It involves successful surface modification of Fe3O4@SiO2-NH2 as a potent magnetic support with a well-known natural acid which attracts considerable interests because of its applications in different sciences. This reusable magnetically separable nanocatalyst provides a convenient and reliable method for high yield tetrazole derivatives synthesis in short reaction times with wide variety range of the products and facile isolation. Acid grafting on the surface of amine-functionalized silica-coated magnetic nanoparticles confirmed by Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA) and energy-dispersive X-ray (EDX) analysis techniques. Structural characterization included scanning electron microscopy (SEM) images along with transmission electron microscopy (TEM) images and vibrating sample magnetometer (VSM) curve applied for morphology and magnetism type determination of the resulted nanocatalyst, respectively.

A novel magnetically recyclable silver-loaded cellulose-based bionanocomposite catalyst for green synthesis of tetrazolo[1,5-a]pyrimidines

5-Methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylic ester derivatives were efficiently synthesized by reaction of methyl or ethyl acetoacetate, 5-aminotetrazole (produced from 2-cyanoguanidine and sodium azide), and various aromatic aldehydes in presence of a new cellulose-based Ag-loaded magnetic bionanostructure. This protocol offers many advantages such as short reaction time, high yield, the remarkable magnetic property of the nanocomposite, and easy separation of the nanocatalyst from the reaction mixture without considerable loss of catalytic activity. Furthermore, X-ray diffraction analysis, field-emission scanning electron microscopy, and energy-dispersive X-ray (EDX) analysis were used to characterize the prepared nanocatalyst.

One-step synthesis of tetrazolo[1,5-a]pyrimidines by cyclization reaction of dihydropyrimidine-2-thiones with sodium azide

An novel, versatile and cost-effective approach for tetrazolo[1,5-a] pyrimidines and tetrazolo[1,5-a]quinazolines from cyclization reaction of dihydropyrimidinethiones with sodium azide in the presence of mercuric acetate is described. To compare this pro

Solvent-free synthesis of 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a] pyrimidine-6-carboxylic esters catalyzed by sulfamic acid

(Chemical Equation Presented) The solvent-free synthesis of 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylic esters was performed and effectively catalyzed by sulfamic acid. Compared with conventional methods, this protocol features mild reaction conditions and high yields. Furthermore, it is solvent-free and thus ecofriendly.