18216-38-1

Usage

Uses

Used in Pharmaceutical Industry:
2-(5-Tetrazolyl)aniline is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of novel drug molecules. Its unique structure allows for the creation of compounds with specific therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(5-Tetrazolyl)aniline is employed as a versatile building block for the creation of a wide range of organic compounds. Its reactivity and functional groups enable the formation of various chemical entities with different applications.
Used in Dye and Pigment Production:
2-(5-Tetrazolyl)aniline is used as a precursor in the production of dyes and pigments, where its chemical structure contributes to the color and stability of the final products. This application is particularly relevant in industries such as textiles, paints, and plastics.
Used in Medicinal Chemistry Research:
As a building block in medicinal chemistry, 2-(5-Tetrazolyl)aniline is used for drug discovery and development. Its incorporation into new molecular entities can lead to the creation of potential therapeutic agents with improved efficacy and selectivity.

InChI:InChI=1/C7H7N5/c8-6-4-2-1-3-5(6)7-9-11-12-10-7/h1-4H,8H2,(H,9,10,11,12)

Upstream product

• 1885-29-6 anthranilic acid nitrile 
• 234-77-5 tetrazolo<1,5-c>quinazoline 
• 36075-44-2 4-hydrazinoquinazoline 

Downstream Products

• 1469886-51-8 4-(7-iodo-11bH-isoquinolino[2,1-a]tetrazolo[1,5-c]quinazolin-6-yl)benzonitrile 
• 1469886-50-7 7-iodo-6-phenyl-11bH-isoquinolino[2,1-a]tetrazolo[1,5-c]quinazoline 
• 1022-44-2 4-amino-2-phenyl-quinazoline 
• 663620-73-3 C₂₂H₂₄N₈O₂ 
• 1634721-84-8 C₁₇H₁₇N₅ 
• 1634721-82-6 5-methyl-5-phenyl-5,6-dihydrotetrazolo[1,5-c]quinazoline 

Relevant academic research and scientific papers

1-Disulfo-[2,2-bipyridine]-1,1-diium chloride ionic liquid as an efficient catalyst for the green synthesis of 5-substituted 1H-tetrazoles

A simple, green and efficient method has been developed for the synthesis of 5-substituted 1H-tetrazole derivatives through [2+3] cycloaddition reaction in good to excellent yields between various benzonitriles and sodium azide. For this purpose, 1-disulfo-[2,2-bipyridine]-1,1-diium chloride ([BiPy](HSO3)2Cl2) system as an ionic liquid catalyst have been extended for the construction of these valuable products. This procedure has significant advantages, including using ethylene glycol as a green solvent. The other advantages of this method are inexpensive and ease the preparation of the catalyst, mild reaction conditions, green reaction medium, easy workup, short reaction time, and simple experimental process.

Construction of Bicyclic 1,2,3-Triazine N-Oxides from Aminocyanides

Using a facile and cost-effective method, nine bicyclic 1,2,3-triazine 2-oxides were synthesized from o-aminocyanide substrates through an unusual nitration cyclization. The reaction mechanism was studied experimentally and theoretically. Moreover, nine 1

Syntheses of 5-substituted 1H-tetrazoles catalyzed by reusable Cu(II)-NaY zeolite from nitriles

Cu(II)-NaY heterogeneous catalyst is used for the synthesis of 5-substituted 1H-tetrazoles by [2+3]-cycloaddition of sodium azide and nitriles. The salient features of this process are low reaction times, mild reaction conditions and high yields. The catalyst is recovered and reused for several cycles with consistent activity.

Choline chloride–ZnCl2: Recyclable and efficient deep eutectic solvent for the [2+3] cycloaddition reaction of organic nitriles with sodium azide

Herein we report first time choline chloride–zinc chloride based deep eutectic solvent is a green and efficient reaction medium for the [2+3] cycloaddition reaction of organic nitriles with sodium azide to afford the corresponding 5-substituted 1H-tetrazo

Method for preparing tetrazole compound

The invention discloses a method for preparing a tetrazole compound. The tetrazole compound is synthesized/prepared from cyanobenzene or substituted cyanobenzene and sodium azide, which serve as raw materials, in a manner of taking dimethylformamide as a

Activated Fuller's earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

A simple and efficient method for the preparation of 5-aryl 1-H-tetrazoles was developed from various aryl nitriles and sodium azide (NaN3) via [3+2] cycloaddition reaction using activated Fuller's earth as an efficient heterogeneous catalyst.

Ni-S-methylisothiourea complexes supported on boehmite nanoparticles and their application in the synthesis of 5-substituted tetrazoles

Boehmite nanoparticles are aluminum oxide hydroxide (γ-AlOOH) particles, which were prepared by a simple and inexpensive procedure and immobilized further with nickel-S-methylisothiourea complexes (Ni-SMTU@boehmite), and characterized by FT-IR spectroscopy, TGA, XRD, ICP-OES, EDS, SEM and TEM techniques. Finally, we investigated the catalytic activity of Ni-SMTU@boehmite as a new, heterogeneous, stable and highly reusable nanocatalyst for the synthesis of 5-substituted 1H-tetrazole derivatives in PEG-400 as a green solvent. This catalyst was recovered by simple filtration and reused several times without significant loss of its catalytic efficiency or nickel leaching. The heterogeneity of this catalyst has been studied using hot filtration and ICP-OES technique.

Synthesis of 6-N-R-tetrazolo[1,5-c]quinazolin-5(6H)-ones and their anticancer activity

Chemical compounds with tetrazole ring are very interesting systems that can be valuable in pharmaceutical and clinical applications, especially as anticancer agents. In this work, novel 6-N-R-tetrazolo[1,5-c]quinazolin-5(6H)-ones were synthesized. A large set of IR, LC-, EI-MS, 1H, 13C NMR and elemental analysis data were collected and evaluated for their structures and purity. Details of synthesis, namely the N-alkylation, are discussed, including reactions with secondary and tertiary amides. Four new synthesized compounds (2.7, 3.2, 5.2, 5.3) were tested in vitro for anticancer activity at 10 μM against 60 cell lines of nine different cancer types: leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers. Further synthesis of substances within the series of substituted tetrazolo[1,5-c]quinazoline systems will be attempted to develop improved compounds with better anticancer activity.

Expeditious Synthesis of 2-Phenylquinazolin-4-amines via a Fe/Cu Relay-Catalyzed Domino Strategy

A highly efficient Fe/Cu relay-catalyzed domino protocol has been developed for the synthesis of 2-phenylquinazolin-4-amines from commercially available ortho-halogenated benzonitriles, aldehydes, and sodium azide. This elegant domino process involved con

Synthesis of 5-substituted 1H-tetrazoles using a recyclable heterogeneous nanonickel ferrite catalyst

An efficient method was developed for the [2 + 3] cycloaddition of sodium azide with nitriles to afford 5-substituted 1H-tetrazoles using nanonickel ferrite (NiFe2O4) as an effective heterogeneous catalyst in dimethylformamide. The main advantages of this method are high yields, simple methodology and easy work-up. The catalyst can be recovered and reused for several cycles with predictable activity.