3693-22-9

Usage

Uses

Used in Dye Industry:
2-Dibenzofuranamine is used as a chemical intermediate for the preparation of mono and bisazo dyes. Its unique chemical structure allows for the creation of a range of dyes with different properties, making it a valuable component in the dye manufacturing process.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 429, 1984 DOI: 10.1016/S0040-4039(00)99903-9

InChI:InChI=1/C12H9NO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H,13H2

Upstream product

• 86-76-0 2-bromodibenzo[b,d]furan 
• 5408-56-0 2-iododibenzofuran 
• 13761-32-5 2-acetyldibenzofuran 
• 51498-17-0 LiC₁₂H₇O 
• 620-88-2 4-nitrophenyl phenyl ether 
• 84-25-3 2-(2-chlorophenyl)-1,4,4-benzoquinone 
• 132-64-9 dibenzofuran 
• 20927-95-1 2-nitrodibenzofuran 
• 855397-26-1 5-amino-2'-chloro-biphenyl-2-ol 

Downstream Products

• 55232-39-8 N-dibenzofuran-2-yl-acetamide 
• 86-76-0 2-bromodibenzo[b,d]furan 
• 86-77-1 2-hydroxydibenzofuran 
• 1056113-50-8 2-(dibenzo[b,d]furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1426925-57-6 C₄₈H₃₄N₂O₂Si₂ 
• 50548-45-3 1-bromodibenzo[b,d]furan 
• 82815-52-9 (dibenzofurannyl-2-hydrazono) du phenylacetonitrile 
• 82815-62-1 8-Phenyl-11-oxa-6,7-diaza-benzo[b]fluoren-9-ylamine 
• 82815-61-0 8-Isopropyl-11-oxa-6,7-diaza-benzo[b]fluoren-9-ylamine 
• 51230-49-0 2-chlorodibenzofuran 
• 1300028-94-7 N-([1,1‘-biphenyl]-4-yl)dibenzo[b,d]furan-2-amine 
• 861317-95-5 N-(dibenzofuran-2-yl)-N-phenyl-amine 

Relevant academic research and scientific papers

Deacetylative Amination of Acetyl Arenes and Alkanes with C-C Bond Cleavage

The Br?nsted acid-catalyzed synthesis of primary amines from acetyl arenes and alkanes with C-C bond cleavage is described. Although the conversion from an acetyl group to amine has traditionally required multiple steps, the method described herein, which uses an oxime reagent as an amino group source, achieves the transformation directly via domino transoximation/Beckmann rearrangement/Pinner reaction. The method was also applied to the synthesis of γ-aminobutyric acids, such as baclophen and rolipram.

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Non-deprotonative primary and secondary amination of (hetero)arylmetals

Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl-as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or Erecting groups. This one-pot transformation allows unprecedented functional group tolerance and it is wellsuited for the amination of electron-rich, electron-deficient as well as structurally complex (hetero)arylmetals. In some of the cases, only catalytic amounts of a copper (l) salt is required.

An electroluminescent compound and an electroluminescent device comprising the same

The present invention relates to organic light emitting compounds represented by chemical formula 1-1 to chemical formula 1-2. An organic electroluminescent device using the same has excellent light emitting efficiency and can be driven at low voltage, thereby having improved power efficiency and long life characteristics.COPYRIGHT KIPO 2015

ORGANIC ELECTROLUMINESCENT ELEMENT MATERIAL HAVING SILICON-CONTAINING FOUR MEMBERED RING STRUCTURE, AND ORGANIC ELECTROLUMINESCENT ELEMENT

Provided are a material for an organic electroluminescent element formed of a silicon-containing four-membered ring compound, and an organic electroluminescent element using the material. The material for an organic electroluminescent element is formed of

PHOSPHORESCENT EMITTERS

Compounds including a ligand with a dibenzo-fused 5-membered ring substituent are provided. In particular, the compounds may be iridium complexes including imidazole coordinated to the dibenzo-substituted ligand. The dibenzo-fused 5-membered ring moiety of the ligand may be twisted or minimally twisted out of plane with respect to the rest of the ligand structure. The compound may be used in organic light emitting devices, particularly as emitting dopants in blue devices. Devices comprising the compounds may demonstrate improved stability while maintaining excellent color.

Electroreduction of 2- and 3-Chlorodibenzofuran in Deuterated Methanol

The cathodic reduction of dibenzofuran (2), 2-chlorodibenzofuran (4), and 3-chlorodibenzofuran (1) in deuterated methanol is investigated. The Birch-type reduction product 1,4-dibenzofuran (3) is formed from 1 via 2, whereas 2-chloro-1,4-dihydrodibenzofuran (5) is obtained as by-product besides 3 from 4 as starting compound. Deuterium is only incorporated into the reduction products if CH3OD or CD3OD but not if CD3OH are used. This observation is strongly indicative of a polar mechanism involving protonation rather than a radical mechanism with hydrogen atom abstraction to be operative.

New Methods and Reagents in Organic Synthesis. 60. A New Synthesis of Aromatic and Heteroaromatic Amines Using Diphenyl Phosphorazidate (DPPA)

Aromatic and heteroaromatic organometallics (Grignard and lihium compounds) reacts with diphenyl phosphorazidate (DPPA) to give labile phosphinyltriazenes.A study of the conversion of phosphinyltriazenes into amines has revealed that reductive work-up with aluminum hydride gives much better results than acidic or alkaline work-up.Sequential treatment of aromatic and heteroaromatic organometallics with DPPA, followed by aluminum hydride provides a convenient new method for the preparation of aromatic and heteroaromatic amines.Keywords - organometallic; aromatic halide; Grignard compound; organolithium compound; aromatic amine; heteroaromatic amine; phosphinyltriazene; hydride reduction; diphenyl phosphorazidate

NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 40. AMINATION OF AROMATIC AND HETEROAROMATIC ORGANOMETALLICS USING DIPHENYL PHOSPHORAZIDATE (DPPA)

Amination of aromatic and heteroaromatic organometallics is efficiently achieved by sequential treatment with diphenyl phosphorazidate (DPPA) and sodium bis(2-methoxyethoxy)aluminium hydride in a one-pot process.