161886-19-7

Usage

Uses

Used in Pharmaceutical Industry:
Benzo[d][1,3]dioxole-4-carbonitrile is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and functional groups may contribute to the development of new drugs with specific therapeutic properties.
Used in Chemical Industry:
In the chemical industry, benzo[d][1,3]dioxole-4-carbonitrile can be utilized as a building block for the synthesis of complex organic molecules and materials. Its nitrile and dioxole moieties may offer unique reactivity and selectivity in chemical reactions, enabling the production of novel compounds with specific applications.
Further research and investigation into the properties and potential uses of benzo[d][1,3]dioxole-4-carbonitrile are essential to fully understand its capabilities and explore its potential applications in various fields.

Upstream product

• 69151-39-9 NU 1034 
• 120276-77-9 2,3-methylenedioxybenzaldehyde oxime 
• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 1521-38-6 2,3-dimethoxybenzoic acid 
• 303-38-8 2,3-Dihydroxybenzoic acid 
• 5768-39-8 benzo[1,3]dioxole-4-carboxylic acid 
• 66411-55-0 2,3-(Methylenedioxy)benzoyl chloride 

Downstream Products

• 7797-83-3 2H-benzo[d]1,3-dioxolane-4-carbaldehyde 
• 38489-70-2 2,3-(methylenedioxy)cinnamic acid 

Relevant academic research and scientific papers

Perrhenic acid-catalyzed dehydration from primary amides, aldoximes, N-monoacylureas, and α-substituted ketoximes to nitrile compounds

The dehydration reaction of primary amides is one of the most fundamental methods for the synthesis of nitriles, and the development of environmentally benign catalytic reaction processes is needed. We surveyed a variety of metal catalysts and found that perrhenic acid was extremely effective for the dehydration of not only primary amides but also aldoximes. Typically, 1 mol % of perrhenic acid gave the corresponding nitriles from amides or aldoximes under azeotropic reflux conditions with the removal of water in toluene or mesitylene. In addition, perrhenic acid is an extremely efficient catalyst for the Beckmann fragmentation of α-substituted ketoximes to functionalized nitriles. This new catalytic system can be applied to the gram-scale synthesis of nitriles without further modifications.

Rhenium(VII) oxo complexes as extremely active catalysts in the dehydration of primary amides and aldoximes to nitriles

An economical and environmentally benign process for the preparation of nitriles by the dehydration of primary amides and aldoximes is catalyzed by rhenium(VII) oxo complexes such as perrhenic acid and trimethylsilylperrhenate (see scheme). The reaction proceeds at azeotropic reflux (with the removal of water) under essentially neutral conditions.

Selective cyclooxygenase-2 inhibitors: Heteroaryl modified 1,2-diarylimidazoles are potent, orally active antiinflammatory agents

A series of heteroaryl modified 1,2-diarylimidazoles has been synthesized and found to be potent and highly selective (1000-9000-fold) inhibitors of the human COX-2.3-Pyridyl derived COX-2 selective inhibitor (25) exhibited excellent activity in acute (carrageenan induced paw edema, ED50 = 5.4 mg/kg) and chronic (adjuvant induced arthritis, ED50 = 0.25 mg/kg) models of inflammation. The relatively long half-life of 25 in rat and dog prompted investigation of the pyridyl and other heteroaromatic systems containing potential metabolic functionalities. A number of substituted pyridyl and thiazole containing compounds (e.g., 44, 46, 54, 76, and 78) demonstrated excellent oral activity in every efficacy model evaluated. Several orally active diarylimidazoles exhibited desirable pharmacokinetics profiles and showed no GI toxicity in the rat up to 100 mg/kg in both acute and chronic models. The paper describes facile and practical syntheses of the targeted diarylimidazoles. The structure-activity relationships and antiinflammatory properties of a series of diarylimidazoles are discussed.