85-99-4

Basic information

• Product Name: 2'-Benzoylacetanilide
• Synonyms: 2-Benzoylacatanilide;2-ACETAMINOBENZOPHENONE;2-Acetaminobenzophenone, GC 98%;2-Acetamidobenzophenone, 98 %;2-(Acetylamino)benzophenone;2'-Benzoylacetanilide,98%;acetamido-2benzophenone;n-(2-benzoylphenyl)-acetamid
• CAS NO: 85-99-4
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.27
• Mol File: 85-99-4.mol

Chemical Properties

• Melting Point: 87 °C
• Boiling Point: 381.93°C (rough estimate)
• Flash Point: 196.2 °C
• Appearance: light yellow powder
• Density: 1.1198 (rough estimate)
• Refractive Index: 1.5500 (estimate)
• PKA: 14.54±0.70(Predicted)
• CAS DataBase Reference: 2'-Benzoylacetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Benzoylacetanilide(85-99-4)
• EPA Substance Registry System: 2'-Benzoylacetanilide(85-99-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 2
• RTECS: AB4542950
• Hazardous Substances Data: 85-99-4(Hazardous Substances Data)

Usage

Chemical Properties

light yellow powder

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 108-24-7 acetic anhydride 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 1859-76-3 2-(methylamino)benzophenone 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 16714-27-5 (2-azidophenyl)(phenyl)methanone 
• 4671-23-2 1-phenyl-propan-2-one phenylhydrazone 
• 103-84-4 Acetanilid 
• 611-73-4 Benzoylformic acid 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 

Downstream Products

• 135181-96-3 4-(3-methyl-4-phenylquinolin-2-yl)morpholine 
• 135181-94-1 2-(4-methylpiperazin-1-yl)-3,4-diphenylquinoline 
• 61453-53-0 2-methyl-4-phenylquinazoline 
• 41443-48-5 2-Methoxy-4-phenylchinolin 
• 37118-75-5 3-methyl-4-(phenyl)-2-(1H)-quinolinone 
• 32870-21-6 1-ethyl-4-phenyl-1H-quinolin-2-one 
• 4757-69-1 2-methyl-3-phenyl-1H-indole 
• 28586-49-4 N-(2-(hydroxy(phenyl)methyl)phenyl)acetamide 
• 1332660-57-7 (RS)-2-methyl-4-phenyl-3-(2-(piperidin-1-yl)ethyl)-3,4-dihydroquinazoline 
• 1448808-92-1 1-acetyl-3-(diiodomethyl)-3-phenylindolin-2-one 
• 1448531-98-3 N-(2-(1-hydroxy-1-phenylprop-2-ynyl)phenyl)acetamide 
• 1642628-07-6 (E)-4-methyl-N-(4-phenylquinolin-2(1H)-ylidene)benzenesulfonamide 
• 13788-59-5 N-(2-benzoyl-4-chlorophenyl)acetamide 

Relevant articles and documents

Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand

Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.

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.

Synthesis, structure-activity relationship and molecular docking studies of novel quinoline-chalcone hybrids as potential anticancer agents and tubulin inhibitors

A new series of quinoline-chalcone hybrids was synthesized. The structures of these compounds were characterized by spectroscopic methods including 1H and 13CNMR and mass spectroscopy. The cytotoxic activity of compounds was evaluated against four human cancer cell lines including A2780 (human ovarian carcinoma) and A2780/RCIS (Cisplatin resistant human ovarian carcinoma), MCF-7 (human breast cancer cells), MCF-7/MX (Mitoxantrone resistant human breast cancer cells) and normal Huvec cells. The structure-activity relationship of synthesized compounds is discussed. Among quinolines 5e, 5g and 5j possessing benzoyl group showed significant cytotoxic activity against both resistant cancer cells and their parents. Compounds 5g and 5j, demonstrated the most antiproliferative activity with IC50 values ranging from 2.32 to 22.4 μM. They were also identified as tubulin inhibitors and induced cell cycle arrest at G2/M phase and apoptosis. Compound 5j induced more arrest at G2/M phase in four cancer cell lines compared to compound 5g. Finally, molecular dynamics simulation and molecular docking studies of compound 5j into the colchicine-binding site of tubulin demonstrated the possible interaction of this compound in the active site of tubulin.

Transition-Metal-Free Synthesis of Acridones via Base-Mediated Intramolecular Oxidative C?H Amination

Intramolecular oxidative C?H amination of 2-aminobenzophenones was achieved in the presence of potassium tert-butoxide and dimethyl sulfoxide. A series of functionalized acridones were prepared in moderate to excellent yields in a mild, efficient, and transition-metal-free manner. (Figure presented.).

Selectfluor-mediated mono-C–H activation: The syntheses of mono-ortho-substituted anilides

The C–H activation of aryl amide using readily available Pd(OAc)2 in the presence of selectfluor is reported. The highly mono-selective introduction of sp2 hybridized functional groups have been realized. A broad range of aryl-, alke

Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones

Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.

Synthesis of oxindole from acetanilide via Ir(iii)-catalyzed C-H carbenoid functionalization

Herein we disclose the first report on the synthesis of oxindole derivatives from acetanilide via Ir(iii)-catalyzed intermolecular C-H functionalization with diazotized Meldrum's acid. A broad range of substituted anilides were found to react smoothly under the Ir(iii)-catalytic system to afford the corresponding N-protected oxindoles. The N-protecting groups, such as Ac, Bz or Piv, can be easily removed to furnish the oxindole. Various synthetic applications of the synthesized oxindole were also demonstrated.

4-Phenyl quinoline derivatives as potential serotonin receptor ligands with antiproliferative activity

Antagonists of signaling receptors are often effective non-toxic therapeutic agents. Over the years, there have been evidences describing the role of serotonin or 5-hydroxytryptamine (5-HT) in development of cancer. Although there are reports on the antip

Activation of C-H Activation: The Beneficial Effect of Catalytic Amount of Triaryl Boranes on Palladium-Catalyzed C-H Activation

Herein we report a novel approach to the acceleration of palladium-catalyzed C-H activation reactions. We demonstrated that the utilization of electron-deficient triaryl boranes as Lewis acidic cocatalysts of palladium enables the directed cross dehydrogenative coupling of aldehydes and anilides under mild reaction conditions. Study of the kinetic profile of the transformation reveals a unique, unexpectedly long induction period of the transformation.

NHPI and palladium cocatalyzed aerobic oxidative acylation of arenes through a radical process

The NHPI and palladium cocatalyzed radical oxidative acylation of arenes with aldehydes and alcohols as acyl equivalents via selective C-H functionalization has been described. Molecular oxygen, the most environmentally friendly oxidant, was used as the terminal oxidant in this catalytic cycle.