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Usage

Uses

Used in Pharmaceutical Industry:
2-Aminobenzhydrol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to facilitate the formation of complex organic molecules. Its unique structure allows it to participate in a variety of chemical reactions, making it a valuable component in the development of new drugs.
Used in Organic Chemical Reactions:
In the field of organic chemistry, 2-aminobenzhydrol serves as a crucial building block for the production of various compounds. Its dual hydrophilic and hydrophobic nature enables it to act as a stabilizer in pharmaceutical preparations, ensuring the stability and efficacy of the final product.
Used in Chemical Industry for Dyes and Pigments:
2-Aminobenzhydrol is utilized as a key component in the production of dyes and pigments, where its chemical properties contribute to the color and stability of these substances. Its presence in these compounds is essential for achieving the desired characteristics in various applications, such as textiles, plastics, and printing inks.
Used as a Reducing Agent:
In organic synthesis, 2-aminobenzhydrol functions as a reducing agent, facilitating the conversion of certain functional groups into more stable or desirable forms. This property is particularly useful in the synthesis of complex organic compounds, where selective reduction is required.
Used in Research and Development of Therapeutic Agents:
Due to its demonstrated potential anti-inflammatory and antioxidant properties, 2-aminobenzhydrol is an area of interest for further research in the development of therapeutic agents. Its ability to modulate biological processes and exhibit beneficial effects on health makes it a promising candidate for the creation of novel treatments for various conditions.

InChI:InChI=1/C13H13NO/c14-12-9-5-4-8-11(12)13(15)10-6-2-1-3-7-10/h1-9,13,15H,14H2/t13-/m1/s1

Upstream product

• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 615-36-1 2-bromoaniline 
• 64-17-5 ethanol 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 64-19-7 acetic acid 
• 69751-74-2 (2-amino-3,5-dibromophenyl)phenylmethanone 
• 5176-12-5 (2-nitrophenyl)phenylmethanol 
• 5176-12-5 2-Nitro-benzhydrol 
• 7141-05-1 (2-amino-5-bromophenyl)phenylmethanol 
• 1885-29-6 anthranilic acid nitrile 
• 100-58-3 phenylmagnesium bromide 
• 13260-76-9 4-phenyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one 
• 74965-34-7 tert-butyl (2-(hydroxy(phenyl)methyl)phenyl)carbamate 

Downstream Products

• 63917-28-2 3,4-dihydro-4-phenyl-2(1H)-quinazolinethione 
• 110150-59-9 2-[α-(toluene-4-sulfonyl)-benzyl]-aniline 
• 107289-02-1 3,4-dihydro-4-phenyl-2-quinazolinone 
• 52744-59-9 phenyl-(4-phenyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-yl)-acetonitrile 
• 52744-61-3 2-(4-nitro-phenyl)-4-phenyl-1,4-dihydro-2H-benzo[d][1,3]oxazine 
• 3456-79-9 3-phenyloxindole 
• 81022-79-9 ethyl 2-methyl-4-phenyl-1,4-dihydroquinoline-3-carboxylate 
• 16781-33-2 2-Amino-4-phenyl-4H-3,1-benzothiazine 
• 274917-70-3 2-azido-α-phenylbenzyl alcohol 
• 303123-99-1 2-tert-butyl-4-phenyl-1,4-dihydro-2H-benzo[d][1,3]oxazine 
• 17282-99-4 3,4-diphenylquinoline 
• 10265-83-5 9-phenyl-1,2,3,4-tetrahydroacridine 
• 1236-89-1 2-(4-methylphenyl)-4-phenylquinoline 
• 1039-51-6 2,4-diphenylquinoline 

Relevant academic research and scientific papers

Intramolecular addition of diarylmethanols to imines promoted by KO: T -Bu/DMF: A new synthetic approach to indole derivatives

KOt-Bu/DMF promoted intramolecular addition of diarylmethanols to imines was developed. A series of 2,3-disubstituted indoles was obtained in good yields. A reaction mechanism of radical cyclization and subsequent dehydration is proposed.

In situthermosensitive hybrid mesoporous silica: preparation and the catalytic activities for carbonyl compound reduction

In this study, free-radical polymerisation inside MCM-41 mesopores was examined to expose a construction route for a temperature-responsive switchable polymer-silica nanohybrid material with well-defined porosity. Herein, we introduced a vinyl monomer (N-isopropyl acrylamide), a cross-linker, and an AIBN initiator into the palladium nanoparticle incorporated MCM-41 pore channels using the wet-impregnation method followed byin situradical polymerisation. The structural properties of the synthesised PNIPAM-PdNP-MCM-41 catalyst were analysed by various sophisticated analytical techniques. The temperature switchable nanohybrid catalyst was used to reduce carbonyl compounds to their corresponding alcohols. The catalyst showed high catalytic efficiency and robustness in an aqueous medium at 25 °C. Moreover, the system's polymer layer remarkably boosted catalytic selectivity and activity for carbonyl compound reduction as compared to other controlled catalysts. The suggested switchable system can be employed as a temperature-controllable heterogeneous catalyst and highlights a substitute technique to counter the methodical insufficiency in switchable supported molecular catalytic system production.

Synthesis and Applications of (Pyridyl)imine Fe(II) Complexes as Catalysts in Transfer Hydrogenation of Ketones

Abstract: Chiral (pyridyl)imine Fe(II) complexes, [Fe(L1)3]2+[PF6?]2, (Fe1), [Fe(L2)3]2+[PF6?]2, (Fe2), [Fe(L3)3]2+[PF6?]2 (Fe3), and [Fe(L4)3]2+[PF6?]2 (Fe4) were synthesised by reactions of synthons (S-)-1-phenyl-N-(pyridine-2-yl) ethylidine)ethanamine (L1), (R-)-1-phenyl-N-(pyridine-2-yl) ethylidine) ethanamine (L2), (S)-1-phenyl-N-(pyridine-2-yl methylene) ethanamine (L3) and (S)-1-phenyl-N-(pyridine-2-yl methylene)ethanamine (L4) with the FeCl2 salt. The solid-state structure of complex Fe4 showed that the?Fe atom contains three units of bidentate bound ligand L4 to form a six-coordinate cationic compound. The Fe(II) complexes were evaluated as catalysts in asymmetric transfer hydrogenation of ketones reactions and showed moderate catalytic activities with low enantioselectivity. Catalytic activities of the respective complexes were regulated by the nature of the metal complexes, ketone substrate and reaction conditions. Mercury and sub-stoichiometric poisoning experiments implicate possible formation of both active Fe(0) nanoparticles and Fe(II) homogeneous intermediates. Graphic Abstract: [Figure not available: see fulltext.]

Ruthenium complexes of phosphine-amide based ligands as efficient catalysts for transfer hydrogenation reactions

This work presents three mononuclear Ru(ii) complexes of tridentate phosphine-carboxamide based ligands providing a NNP coordination environment. The octahedral Ru(ii) ion shows additional coordination with co-ligands; CO, Cl and CH3OH. All three Ru(ii) complexes were thoroughly characterized including their crystal structures. These Ru(ii) complexes were utilized as catalysts for the transfer hydrogenation of assorted carbonyl compounds, including some challenging biologically relevant substrates, using isopropanol as the hydrogen source. The binding studies illustrated the coordination of the isopropoxide ion by replacing a Ru-ligated chloride ion followed by the generation of the Ru-H intermediate that was isolated and characterized and was found to be involved in the catalysis.

Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis

We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.

Asymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols

A systematic range of o-hydroxyphenyl ketones were reduced under asymmetric transfer hydrogenation conditions using the C3-tethered catalyst 2. Two directing effects, i.e., an o-hydroxyphenyl coupled to a bulky aromatic on the opposite side of the ketone substrate, combine in a matched manner to deliver reduction products with very high enantiomeric excess.

An efficient FeCl3-mediated approach for reduction of ketones through N-heterocyclic carbene boranes

An efficient FeCl3-mediated approach for reduction of ketones by NHC-BH3 has been developed. A series of ketones were smoothly converted to the corresponding alcohols in good to excellent yields through NHC-BH3 reductive process.

Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives

A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.

An efficient synthesis of iminoquinones by a chemoselective domino ortho-hydroxylation/oxidation/imidation sequence of 2-aminoaryl ketones

An efficient chemoselective domino oxidative homocoupling of 2-aminoaryl ketones in the presence of 2-iodoxybenzoic acid (IBX) for the synthesis of iminoquinone has been developed. The domino reaction proceeds via three consecutive steps, such as domino ortho-hydroxylation of 2-aminoaryl ketones, oxidation of a phenol derivative to benzoquinone and dimerization through imine formation to yield iminoquinone. Importantly, this reaction allows the recycling of the oxidant IBX by recovering the by-product iodosobenzoic acid (IBA) and oxidizing it back to IBX. A four step domino strategy for the synthesis of iminoquinone through in situ generation of 2-amino benzophenone from (2-amino phenyl)(phenyl)methanol was also developed.

An efficient iron-promoted synthesis of 6H-indolo[2,3- b] quinolines and neocryptolepine derivatives

A facile and practical method for the preparation of 6H-indolo[2,3-b]quinolines and neocryptolepines was developed under the promotion of the easily available ferric trichloride, affording the desired products with moderate to good yields.