36192-63-9

Basic information

• Product Name: 2-AMINO-4'-METHYLBENZOPHENONE
• Synonyms: 2-AMINO-4'-METHYLBENZOPHENONE;TIMTEC-BB SBB005854;2-amino-4'-methylbenzophenone m;2-AMINO-4-METHYLBENZOPHENONE 99%;2-Amino-4'-methylbenzophenone,99%;(2-AMinophenyl)(p-tolyl)Methanone
• CAS NO: 36192-63-9
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• EINECS: 252-905-7
• Product Categories: Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 36192-63-9.mol

Chemical Properties

• Melting Point: 91 °C
• Boiling Point: 350.95°C (rough estimate)
• Flash Point: 200°C
• Appearance: Yellow/Fine Crystalline Powder
• Density: 1.0694 (rough estimate)
• Refractive Index: 1.5780 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-AMINO-4'-METHYLBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4'-METHYLBENZOPHENONE(36192-63-9)
• EPA Substance Registry System: 2-AMINO-4'-METHYLBENZOPHENONE(36192-63-9)

Safety Data

• Hazardous Substances Data: 36192-63-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-4'-METHYLBENZOPHENONE is used as an intermediate in the synthesis of various pharmaceutical compounds for its palladium-catalyzed preparation and antitumor activity. It plays a crucial role in the development of new drugs targeting cancer treatment.
Used in Chemical Research:
2-AMINO-4'-METHYLBENZOPHENONE is used as a research compound in the field of organic chemistry, particularly for studying the synthesis and properties of related benzophenone derivatives and their potential applications in various industries.
Used in Antitumor Applications:
2-AMINO-4'-METHYLBENZOPHENONE is used as a key component in the development of antitumor agents, contributing to the palladium-catalyzed preparation of compounds with potential cancer-fighting properties. Its involvement in the synthesis of 2-aminobenzophenones, benzoyloxoindolines, and 7-benzoylindoles highlights its importance in the search for novel and effective cancer treatments.

Upstream product

• 108-88-3 toluene 
• 37892-51-6 3-(4-methoxyphenyl)benzo[c]isoxazole 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 624-31-7 4-tolyl iodide 
• 42840-02-8 2-(Toluene-4-sulfonylamino)-benzoyl chloride 
• 106-38-7 para-bromotoluene 
• 1885-29-6 anthranilic acid nitrile 
• 552-16-9 ortho-nitrobenzoic acid 
• 118-92-3 anthranilic acid 
• 34999-55-8 (2-aminophenyl)(p-tolyl)methanol 
• 37892-50-5 3-(4-methylphenyl)benzo[c]isoxazole 
• 380228-06-8 2-p-toluoyl-benzoic acid amide 
• 71319-20-5 (4-methylphenyl)(2-nitrophenyl)methanone 
• 6311-23-5 2-(toluene-4-sulfonylamino)-benzoic acid 

Downstream Products

• 85422-46-4 9-(4-Methylphenyl)furo<3,4-b>quinolin-1(3H)-one 
• 87895-79-2 2-(2,4-dichlorophenylamino)-4'-methylbenzophenone 
• 103021-68-7 2-amino-4'chloro-4''-methyltriphenylmethanol 
• 131470-28-5 1-(2'-aminophenyl)-1-(4''-methylphenyl)prop-2-en-1-ol 
• 103021-65-4 2-amino-4'-methyltriphenylmethanol 
• 138178-47-9 C₁₅H₁₇N₅*2ClH 
• 82562-60-5 [2-(2,2-Dimethyl-2H-benzo[e][1,3]oxazin-4-ylamino)-phenyl]-p-tolyl-methanone 
• 37892-43-6 2-azido-4'-methylbenzophenone 
• 93424-21-6 4-(4'-methylphenyl)-2-quinolone-3-acetic acid 
• 142835-48-1 2-amino-4'-methyldiphenyl(2H₂)methane 
• 98369-72-3 3-Dimethylaminomethyl-4-p-tolyl-quinolin-2-ylamine 
• 34999-55-8 (2-aminophenyl)(p-tolyl)methanol 
• 1025506-21-1 4-(4-methylphenyl)-2,1,3-benzothiadiazine 2,2-dioxide 
• 16107-82-7 4-(4-methylphenyl)-2-phenyl-quinazoline 

Relevant articles and documents

Synthesis of 1-Amino-2,2,2-trifluoroalkylphosphonates from Alkene-Tethered Trifluoroacetimidoyl Chlorides

The reaction of alkene-tethered trifluoroacetimidoyl chlorides with trialkyl phosphites furnishes 1-amino-2,2,2-trifluoroalkylphosphonates. The products were generated in moderate to good yields, and the scalability of this process was showcased. Partial hydrolysis of the phosphonate moiety was achieved. The cyclization is proposed to occur via formation of an imidoyl phosphonate intermediate that becomes susceptible to nucleophilic attack at nitrogen through the strong electron-withdrawing groups at the imidoyl carbon.

One-Pot Synthesis of 2-Aminobenzophenones from 2-Alkynyl Arylazides Catalyzed by Pd and Cu Precursors

We describe a novel one-pot three-step reaction of 2-alkynyl arylazides through palladium-catalyzed formation of 3-hydroxy-3-phenylindolin-2-ones followed by hydrolysis of amide bonds and copper-catalyzed decarboxylation to give 2-aminobenzophenones. This synthetic method works well with various 2-alkynyl arylazides and affords the products in moderate to good yields under mild reaction conditions.

Deoxygenative Arylation of Carboxylic Acids by Aryl Migration

An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.

Method for synthesizing ortho-amino aromatic ketone from aromatic carboxylic acid

Disclosed is a method for synthesizing ortho-amino aromatic ketone from aromatic carboxylic acid. The method comprises the steps that with 2-arylsulfonamido aromatic carboxylic acid shown in the description as a raw material and triphenylphosphine as a deoxidizer, under the illumination of blue light, in a 1,4-dioxane solution, under an argon atmosphere, in the presence of the dipotassium hydrogenphosphate, with [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as a photocatalyst, the ortho-amino aromatic ketone compound is obtained; the structure of the photocatalyst [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 is shown in thedescription.

Iron-Promoted Construction of Indoles via Intramolecular Oxidative C-N Coupling of 2-Alkenylanilines Using Persulfate

Indole scaffold synthesis relies primarily on oxidative C-H amination of N-protected alkenylanilines for C-N intramolecular cyclization reactions. Herein, for the first time, without N-protection, various readily prepared 2-alkenylanilines were transformed into the desired indole products in good yields by using K 2 S 2 O 8 as oxidant in the presence of catalytic amounts of FeF 2. The K 2 S 2 O 8 /FeF 2 system offers a direct and benign synthetic route to 3-arylindoles and it is applicable to a wide range of substituted indoles including drug intermediates.

Gold-catalyzed cyclization of 1-(2′-Azidoaryl) propynols: Synthesis of polysubstituted 4-quinolones

An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2′-Azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-Activated triple bonds in a 6-endo-dig manner and subsequent gold-Assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration and finally is converted to 2,3-disubstituted 4-quinolone.

Cu(I)-Catalyzed Coupling and Cycloisomerization of Diazo Compounds with Terminal Yne-Alkylidenecyclopropanes: Synthesis of Functionalized Cyclopenta[ b]naphthalene Derivatives

A Cu(I)-catalyzed coupling and cycloisomerization of diazo compounds with terminal yne-alkylidenecyclopropanes (ACPs) has been presented. This reaction starts from the formation of an allenic intermediate in the Cu(I)-catalyzed cross-coupling reaction of a diazo compound with terminal alkyne in yne-tethered ACP and then undergoes a domino cycloisomerization of a 6π-electrocyclization and cyclopropane ring-opening rearrangement to give functionalized cyclopenta[b]naphthalene derivatives in moderate to excellent yields under mild conditions.

Enantioselective Intramolecular Copper-Catalyzed Borylacylation

An enantioselective copper-catalyzed intramolecular borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3-disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon–boron bond provides a platform for a wide array of diversification.

Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles

An intramolecular cascade amination/cyclization/aromatization reaction of functionalized alkylidenecyclopropanes has been developed in the presence of silver acetate, affording a variety of [2,3-c]dihydrocarbazoles and [2,3-c]carbazoles in moderate to excellent yields. The mechanistic investigations revealed that this cascade reaction proceeds through a radical initiated process. Moreover, further transformations for the synthesis of eustifoline-D and an OLED exhibit a potential synthetic utility of this method.

NH2-directed C-H alkenylation of 2-vinylanilines with vinylbenziodoxolones

The first directing-group-mediated C-H alkenylation with alkenyl-λ3-iodanes as electrophilic alkene-transfer reagents has been developed. The application of free aromatic amines as challenging but synthetically valuable directing groups in combination with an IrIII catalyst enabled the synthesis of highly desirable 1, 3- dienes in excellent yields of up to 98% with high to perfect (Z, E) stereoselectivity. A broad substrate scope and further synthetic modifications are demonstrated.