23269-47-8

Basic information

• Product Name: 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole
• CAS NO: 23269-47-8
• Molecular Weight: 189.217
• Mol File: 23269-47-8.mol

Chemical Properties

• CAS DataBase Reference: 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole(23269-47-8)
• EPA Substance Registry System: 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole(23269-47-8)

Safety Data

• Hazardous Substances Data: 23269-47-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole is used as a drug candidate for its potential biological activities and unique molecular structure. 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole's heterocyclic nature allows for interactions with various biological targets, making it a valuable starting point for the development of new therapeutic agents.
Used in Materials Science:
1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole is used as a building block for the synthesis of various organic compounds. Its distinctive structure can be leveraged to create novel materials with specific properties, such as improved stability, reactivity, or selectivity, which can be applied in a range of industries.
Further research is necessary to fully understand the properties and potential applications of 1-(tetrahydrofuran-2-yl)-1H-benzo[d][1,2,3]triazole, as its unique structure and potential biological activities offer exciting opportunities for innovation and development in both the pharmaceutical and materials science sectors.

Upstream product

• 109-99-9 tetrahydrofuran 
• 95-14-7 1,2,3-Benzotriazole 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 43183-36-4 1-(trimethylsilyl)-1H-benzotriazole 
• 1191-99-7 2,3-dihydro-2H-furan 
• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 6872-06-6 2-methyl indoline 
• 50-00-0 formaldehyd 
• 496-15-1 1-indoline 
• 21050-95-3 N-chlorobenzotriazole 

Relevant articles and documents

Organocatalytic amination of alkyl ethers via n-Bu4NI/t-BuOOH-mediated intermolecular oxidative C(sp3)-N bond formation: Novel synthesis of hemiaminal ethers

A novel method for constructing the hemiaminal ether framework under metal-free conditions has been developed. It involves direct organocatalytic amination of alkyl ethers through intermolecular oxidative C(sp3)-N bond formation, with t-BuOOH being the oxidant and n-Bu4NI as the catalyst.

Decatungstate-Mediated C(sp3)–H Heteroarylation via Radical-Polar Crossover in Batch and Flow

Photocatalytic hydrogen atom transfer is a very powerful strategy for the regioselective C(sp3)–H functionalization of organic molecules. Herein, we report on the unprecedented combination of decatungstate hydrogen atom transfer photocatalysis with the oxidative radical–polar crossover concept to access the direct net-oxidative C(sp3)–H heteroarylation. The present methodology demonstrates a high functional group tolerance (40 examples) and is scalable when using continuous-flow reactor technology. The developed protocol is also amenable to the late-stage functionalization of biologically relevant molecules such as stanozolol, (?)-ambroxide, podophyllotoxin, and dideoxyribose.

Halogen-Bond-Promoted α-C?H Amination of Ethers for the Synthesis of Hemiaminal Ethers

A simple halogen-bond-promoted α-C?H amination of ether/thioether with a variety of N?H compounds has been accomplished. In the presence of low-cost and readily available perfluorobutyl iodide, a diverse range of hemiaminal ether derivatives, including the valuable hydrazone hemiaminal ethers, were quickly assembled under thermal or visible-light irradiation conditions. Mechanistic studies suggest that a halogen-bond adduct was formed and a radical chain pathway might be operative. Synthetic application of the method has been demonstrated via the preparation of the anti-viral and anti-tumor drug, Tegafur. (Figure presented.).

Electro-oxidative C(sp3)-H Amination of Azoles via Intermolecular Oxidative C(sp3)-H/N-H Cross-Coupling

A method for electrooxidative C(sp3)-H amination via intermolecular oxidative C(sp3)-H/N-H cross-coupling has been developed under metal- and oxidant-free conditions. The C(sp3)-H bonds adjacent to oxygen, nitrogen, and sulfur atoms could all react smoothly with various amines to give the corresponding products with moderate to good yields (30-93%). In addition, the C(sp3)-H bonds of benzylic and allylic are also tolerated in this reaction. A preliminary mechanistic study indicates that the C-H cleavage of tetrahydrofuran is probably not involved in the rate-determining step.

Metal deactivator used for preventing corrosive sulfur corrosion, and preparation method and applications thereof

The invention relates to a metal deactivator used for preventing corrosive sulfur corrosion, and a preparation method and applications thereof. The metal deactivator is a hemiacetal benzoxazole compound with a structure represented by formula I, wherein R1 and R2 are respectively selected from H or Me at random, A is selected from N or CH at random, n is equal to 1 or 2, X is selected from CH2 or O at random. No high toxicity substances including formaldehyde and bis(2-ethylhexyl)amine is released into the environment in application process of the metal deactivator, additive utilization safety is improved, and the metal deactivator can be widely applied in electrical equipment such as power transformers, distribution transformers, or electric reactors.

Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion

C(sp3)-N bond-forming reactions between benzotriazole and 5,6-dimethylbenzotriazole with N-methylpyrrolidinone, tetrahydrofuran, tetrahydropyran, diethyl ether, 1,4-dioxane, and isochroman have been conducted using RuCl3·3H2/su

Cross-dehydrogenative coupling of azoles with α-c(sp3)-h of ethers and thioethers under metal-free conditions: Functionalization of h-n azoles via c-h activation

A metal-free cross-dehydrogenative coupling method for the synthesis of N-substituted azoles has been developed. The TBAI/TBHP system catalyzed the coupling of azoles with ethers and thioethers via α-C(sp3)-H activation. Under the optimized conditions, a diverse range of un/substituted azoles such as 1H-benzimidazole, 9H-purine, 1H-benzotriazole, 1H-1,2,3-triazole, 1H-1,2,4-triazole, and 1H-pyrazole were successfully employed for coupling with various ethers and thioethers such as tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethyl ether, tetrahydrothiophene, and 1,3-dithiolane.

Iron(III)-catalyzed direct N-alkylation of azoles via oxidative transformation of sp3 ci￡h bonds under solvent-free conditions

A new approach to synthesize N-alkylation of azoles by iron(III)-catalyst under solvent-free conditions was developed. The method is broad in scope and highly efficient. A new approach to synthesize N-alkylation of azoles by iron (III)-catalyst under solv

Dibenzo[b,h][1,4,7]thiadiazonines: Examples of a novel ring system

Acetanilides la-e react with 1,1′-sulfinylbis(benzotriazole)/trimethylchlorosilane at 45-65 °C to form 1,2-di(benzotriazol-1-yl)-2-arylimino-l-ethanethiones 3a-e, while heating the same reagents at 110 °C results in dibenzo[b, h][1,4,7]thiadiazonines 5a,c,d, and 6. X-ray crystal structures are reported for three representative examples.

Synthesis of novel 1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolines via benzotriazole methodology

Pyrroloquinolines have been synthesized reacting 1-(benzotriazol-1(2)-ylmethyl)indolines with unactivated and electron-rich alkenes in the presence of p-toluenesulfonic acid catalyst. Mixtures of the expected diastereomers were obtained and some of them s