38469-83-9

Basic information

• Product Name: 4-METHOXY-2-NITROBENZONITRILE
• Synonyms: 4-METHOXY-2-NITROBENZONITRILE;2-nitro-4-Methoxybenzonitrile
• CAS NO: 38469-83-9
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14
• Product Categories: Aromatic Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C8 to C9;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 38469-83-9.mol

Chemical Properties

• Melting Point: 137-140 °C(lit.)
• Boiling Point: 364.5 °C at 760 mmHg
• Flash Point: 174.3 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.32 g/cm³
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-METHOXY-2-NITROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-2-NITROBENZONITRILE(38469-83-9)
• EPA Substance Registry System: 4-METHOXY-2-NITROBENZONITRILE(38469-83-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 38469-83-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Methoxy-2-nitrobenzonitrile is used as a chemical intermediate for the synthesis of other organic compounds. It serves as a starting material for the production of various derivatives, which can be utilized in different applications across different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Methoxy-2-nitrobenzonitrile is used as a key intermediate for the synthesis of 4-methoxy-N′-(4-methoxyphenyl)-2-nitrobenzene-1-carboximidamide. 4-METHOXY-2-NITROBENZONITRILE is obtained by heating 4-Methoxy-2-nitrobenzonitrile with p-anisidine and trimethylaluminium in toluene. The synthesized compound may have potential applications in the development of new drugs or pharmaceutical agents.

InChI:InChI=1/C8H6N2O3/c1-13-7-3-2-6(5-9)8(4-7)10(11)12/h2-4H,1H3

Upstream product

• 544-92-3 copper(I) cyanide 
• 96-96-8 4-methoxy-2-nitroaniline 
• 13472-08-7 azobis(2-cyanobutane) 
• 33844-21-2 2-nitro-4-methoxybenzoic acid 
• 109-77-3 malononitrile 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 364-78-3 2-nitro-4-fluoroaniline 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 124-41-4 sodium methylate 
• 80517-21-1 4-fluoro-2-nitrobenzonitrile 
• 5344-78-5 4-bromo-3-nitroanizole 
• 10298-80-3 2-chloro-5-methoxynitrobenzene 
• 4110-33-2 2,4-dinitrobenzonitrile 
• 91-23-6 2-Nitroanisole 

Downstream Products

• 67567-41-3 4-methoxy-2-nitrobenzylamine 
• 16064-24-7 7-methoxyquinazoline-4(3H)-one 
• 55496-52-1 4-chloro-7-methoxy-quinazoline 
• 38487-91-1 2-amino-p-anisamide 
• 855877-33-7 2-[(N-acetyl-sulfanilyl)-amino]-4-methoxy-benzonitrile 
• 1422548-63-7 C₁₇H₁₃N₃OS 
• 1422548-64-8 C₁₈H₁₅N₃OS 
• 1422548-65-9 C₁₈H₁₅N₃OS 
• 1422548-66-0 C₁₈H₁₅N₃O₂S 
• 1422548-67-1 C₁₉H₁₇N₃O₃S 
• 1422548-68-2 C₁₉H₁₇N₃O₃S 
• 1422548-69-3 C₂₀H₁₉N₃O₄S 
• 1422548-72-8 C₁₇H₁₂FN₃OS 
• 1422548-73-9 C₁₇H₁₂BrN₃OS 

Relevant articles and documents

Reactivity of several deactivated 3-aminobenzo[b]thiophenes in the Buchwald-Hartwig C-N coupling. Scope and limitations

Di(hetero)arylamines were prepared in moderate to high yields by Buchwald-Hartwig C-N coupling of bromobenzenes bearing electron-withdrawing groups and of a bromobiphenyl with several methyl 3-aminobenzo[b]thiophene-2-carboxylates, using the coupling cond

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

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Method for synthesizing aryl cyanide by taking aryl carboxylic acid as raw material

The invention discloses a method for synthesizing aryl cyanide by taking aryl carboxylic acid as a raw material, which is characterized in that aryl cyanide is synthesized by taking aryl carboxylic acid as a raw material, taking a combination of NH4X and N, N-dimethylformamide as a cyanide source and taking silver sulfate and copper acetate as catalysts under the action of acid and oxygen. Compared with a conventional aryl cyanide synthesis method, the method disclosed by the invention has the advantages that reaction raw materials (aryl carboxylic acid, NH4X and N, N-dimethylformamide) are cheap and easy to obtain, and the dosage of a metal catalyst is small; meanwhile, oxygen is used as an oxidizing agent, so that the method has the obvious advantages of small environmental pollution, good tolerance to various functional groups on an aromatic ring, high yield and the like; the method disclosed by the invention can be widely applied to synthesis of medicines, functional materials, natural products and other fields in the industry and academic circles.

A preparation method for 4-methoxy-2-nitrobenzoic acid

An industrial preparation method for 4-methoxy-2-nitrobenzoic acid is disclosed. In the method, p-difluorobenzene is adopted as an initial raw material and subjected to nitration, ammonolysis, diazotization bromination, cyaniding, methoxylation and hydrolysis which are six steps to synthesize the 4-methoxy-2-nitrobenzoic acid. The 4-methoxy-2-nitrobenzoic acid obtained by the method is white powdered solid with purity being 98.5%, the raw material conversion ratio in each step is 100%, and the total yield of the whole process is 35.8%.

Ag/Cu-mediated decarboxylative cyanation of aryl carboxylic acids with K4Fe(CN)6 under aerobic conditions

A method for facile synthesis of aryl nitriles has been well established via Ag/Cu-mediated decarboxylative cyanation of benzoic acids with K4Fe(CN)6 under aerobic conditions. The approach of using readily accessible aryl carboxylic acids and green K4Fe(CN)6 as starting material provides a feasible alternative to previous cyanation protocols. Control experiments revealed the key role of Cu for the process and excluded the possibility of a radical mechanism for the transformation.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

SUBSTITUTED 2- AMIDOQUINAZOL-4-ONES AS MATRIX METALLOPROTEINASE-13 INHIBITORS

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