2439-77-2

Basic information

• Product Name: 2-METHOXYBENZAMIDE
• Synonyms: 2-methoxy-benzamid;Benzamide, 2-methoxy-;Benzamide, o-methoxy-;H.P. 208;h.p.208;o-methoxy-benzamid;2-METHOXYBENZAMIDE;2-ANISAMIDE
• CAS NO: 2439-77-2
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 219-465-8
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 2439-77-2.mol
• Article Data: 83

Chemical Properties

• Melting Point: 127-128°C
• Boiling Point: 273.17°C (rough estimate)
• Flash Point: 155.7°C
• Appearance: /
• Density: 1.2023 (rough estimate)
• Vapor Pressure: 0.0022mmHg at 25°C
• Refractive Index: 1.5810 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.59±0.50(Predicted)
• BRN: 2439526
• CAS DataBase Reference: 2-METHOXYBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYBENZAMIDE(2439-77-2)
• EPA Substance Registry System: 2-METHOXYBENZAMIDE(2439-77-2)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• RTECS: CV5460000
• HazardClass: IRRITANT
• Hazardous Substances Data: 2439-77-2(Hazardous Substances Data)

Usage

Description

2-Methoxybenzamide, also known as o-anisamide, is an organic compound with the molecular formula C8H9NO2. It is a white crystalline solid that is soluble in organic solvents and has a characteristic amine-like odor. 2-METHOXYBENZAMIDE is known for its potential applications in various fields, particularly in the pharmaceutical industry, due to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Methoxybenzamide is used as a reagent in the synthesis of benzohydroxamic acids, which are potent and selective anti-hepatitis C virus (HCV) agents. These benzohydroxamic acids have shown significant promise in the development of new therapeutic strategies against HCV, a major global health concern.
In the synthesis process, 2-methoxybenzamide serves as a key intermediate, providing a versatile platform for the development of novel HCV inhibitors. The compound's reactivity and structural features make it an ideal candidate for the creation of new drugs targeting the virus, potentially leading to more effective treatments for patients suffering from hepatitis C.
Furthermore, the pharmaceutical industry may explore additional applications of 2-methoxybenzamide in the development of other therapeutic agents, given its unique chemical properties and potential for further chemical modification. This could include the synthesis of new compounds with various biological activities, such as anti-inflammatory, analgesic, or anti-cancer properties, depending on the specific needs and requirements of the industry.

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits toxic fumes of NOx.

InChI:InChI=1/C8H9NO2/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H2,9,10)

Upstream product

• 92552-95-9 N-benzoyl-2-methoxy-o-anisamide 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 6609-56-9 2-methoxy-benzonitrile 
• 135-02-4 ortho-anisaldehyde 
• 7664-41-7 ammonia 
• 71-43-2 benzene 
• 866999-10-2 (2-methoxy-benzoyl)-trichloroacetyl-amine 
• 14804-32-1 2-ethylanisole 
• 612-16-8 (2-methoxyphenyl)methanol 
• 67-56-1 methanol 
• 4001-73-4 2-Bromobenzamide 
• 22118-09-8 2-bromoacetyl chloride 
• 100-66-3 methoxybenzene 
• 612-15-7 o-methoxystyrene 

Downstream Products

• 6850-57-3 2-methoxybenzylamine 
• 77718-16-2 3-amido-4-methoxybenzenesulonyl chloride 
• 345928-36-1 N-(3-Hydroxy-1,3-dihydro-isobenzofuran-1-yl)-2-methoxy-benzamide 
• 1024606-14-1 trans-N-hex-1-enyl-2-methoxy-benzamide 
• 17296-45-6 2-methoxyl-N-(2-nitrophenyl)benzamide 
• 1318853-37-0 C₁₈H₁₆N₂O₃ 
• 938181-02-3 2-[2-(methyloxy)phenyl]-5,6,7,8-tetrahydro-4(1H)-quinazolinone 
• 42590-97-6 2-methoxythiobenzamide 
• 871895-91-9 N-(2-methoxy-benzoyl)-benzamidine 
• 10268-71-0 phenyl 2-methoxybenzoate 

Relevant articles and documents

Nano-construction of CuO nanorods decorated with g-C3N4 nanosheets (CuO/g-C3N4-NS) as a superb colloidal nanocatalyst for liquid phase C[sbnd]H conversion of aldehydes to amides

Herein, we describe an intelligent strategy to fabricate nanosheets of graphitic carbon nitride (g-C3N4) decorated with nanorods copper oxide (CuO NRs). Then, the catalytic activity of CuONRs/g-C3N4-NS was developed for the synthesis of primary amides in water. The morphology of CuO and its synergetics effect with nanosheets g-C3N4 a major role in the yield of products. Furthermore, hydroxylamine hydrochloride (NH2OH·HCl) due to availability and affordability was used as a suitable substitute for ammonia source. The findings demonstrate that this layer nanostructure is a superb catalyst for converting various derivatives of aldehyde to their corresponding amides. The current protocol can be useful criterion in the synthesis and stabilization of metal oxides and provides new insight in organic transformation.

Uniformly dispersed copper nanoparticles onto the modified magnetically recoverable nanocatalyst for aqueous synthesis of primary amides

Magnetically recoverable and environmentally friendly Cu-based heterogeneous catalyst has been synthesized for the one-pot conversion of aldehydes to their corresponding primary amides. The Fe3O4@SiO2 nanocomposites were prepared by synthesis of Fe3O4 magnetic nanoparticles (MNPs) which was then coated with a silica shell via St?ber method. Bi-functional cysteine amino acid was covalently bonded onto the siliceous shell of nanocatalyst. The CuII ions were then loaded onto the modified surface of nanocatalyst. Finally, uniformly dispersed copper nanoparticles were achieved by reduction of CuII ions with NaBH4. Amidation reaction of aryl halides with electron-withdrawing or electron-donating groups and hydroxylamine hydrochloride catalyzed with Fe3O4@SiO2@Cysteine-copper (FSC-Cu) MNPs in aqueous condition gave an excellent yield of products. The FSC-Cu MNPs could be easily isolated from the reaction mixture with an external magnet and reused at least 8 times without significant loss in activity.

Product selectivity controlled by manganese oxide crystals in catalytic ammoxidation

The performances of heterogeneous catalysts can be effectively tuned by changing the catalyst structures. Here we report a controllable nitrile synthesis from alcohol ammoxidation, where the nitrile hydration side reaction could be efficiently prevented by changing the manganese oxide catalysts. α-Mn2O3 based catalysts are highly selective for nitrile synthesis, but MnO2-based catalysts including α, β, γ, and δ phases favour the amide production from tandem ammoxidation and hydration steps. Multiple structural, kinetic, and spectroscopic investigations reveal that water decomposition is hindered on α-Mn2O3, thus to switch off the nitrile hydration. In addition, the selectivity-control feature of manganese oxide catalysts is mainly related to their crystalline nature rather than oxide morphology, although the morphological issue is usually regarded as a crucial factor in many reactions.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.