4018-82-0

Basic information

• Product Name: 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97%
• Synonyms: 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97%;N-(p-Chlorobenzoyl)-p-anisidine;Indometacin Impurity 11
• CAS NO: 4018-82-0
• Molecular Formula: C₁₄H₁₂ClNO₂
• Molecular Weight: 261.70358
• Mol File: 4018-82-0.mol

Chemical Properties

• Melting Point: 208-209 °C
• Boiling Point: 328.8°Cat760mmHg
• Flash Point: 152.7°C
• Appearance: /
• Density: 1.281g/cm³
• Vapor Pressure: 0.000185mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 12.55±0.70(Predicted)
• CAS DataBase Reference: 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97%(4018-82-0)
• EPA Substance Registry System: 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97%(4018-82-0)

Safety Data

• Hazardous Substances Data: 4018-82-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97% is used as a COX-1 inhibitor analgesic for its ability to alleviate pain without causing gastric damage. This property makes it a preferred choice for the development of pain relief medications, particularly for patients who are sensitive to gastrointestinal side effects or those who require long-term pain management.
Used in Research and Development:
In addition to its pharmaceutical applications, 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97% is also utilized in research and development for the study of COX-1 inhibitors and their potential applications in various medical fields. 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97% can serve as a starting point for the synthesis of new drugs or as a reference compound in the evaluation of novel COX-1 inhibitors.

InChI:InChI=1/C14H12ClNO2/c1-18-13-8-6-12(7-9-13)16-14(17)10-2-4-11(15)5-3-10/h2-9H,1H3,(H,16,17)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 128799-70-2 N¹-(p-Chlorobenzoyl)-N¹,N²-di(p-methoxyphenyl)acetamidine 
• 28122-82-9 S-phenyl 4-chlorobenzothioate 
• 6310-31-2 S-(p-chlorophenyl) p-chlorobenzenecarbothioate 
• 24252-90-2 S-(p-nitrophenyl) p-chlorothiobenzoate 
• 77750-06-2 S-(4-methylphenyl) thio(4-chlorobenzoate) 
• 122-01-0 4-chloro-benzoyl chloride 
• 1749-03-7 N-(4-chlorobenzylidene)-4-methoxyaniline 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 107947-24-0 (4-chlorophenyl)(4-methoxyphenyl)methanone oxime 
• 696-62-8 para-iodoanisole 
• 619-56-7 4-chlorobenzamide 
• 37155-52-5 1-(4-chlorobenzyl)-4-methoxybenzene 
• 100-17-4 para-methoxynitrobenzene 

Downstream Products

• 734-25-8 N-(4-nitrophenyl)-4-methylbenzenesulfonamide 
• 130117-88-3 N¹-(p-chlorobenzoyl)-N¹-(p-methoxyphenyl)-N²-(p-chlorophenyl)acetamidine 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 130118-01-3 N¹-(p-methoxyphenyl)-N²-(m-nitrophenyl)acetamidine 
• 130117-99-6 N¹-(p-Chlorobenzoyl)-N¹-(p-methoxyphenyl)-N²-(m-nitrophenyl)acetamidine 
• 130117-91-8 N¹-(p-Chlorobenzoyl)-N¹-(p-methoxyphenyl)-N²-(p-nitrophenyl)formamidine 
• 95236-94-5 4-chloro-N-(4-methoxyphenyl)benzothioamide 
• 128915-15-1 N¹-(p-methoxyphenyl)-N²-(p-nitrophenyl)formamidine 
• 104-94-9 4-methoxy-aniline 
• 83191-04-2 11-[4-chloro-N-(4-methoxyphenyl)-benzamido]-undecanoic acid methyl ester 
• 1017572-74-5 (Z)-N-(1-(4-chlorophenyl)-3-(trimethylsilyl)prop-2-ynylidene)-4-methoxyaniline 
• 1107023-82-4 2-(4-chlorophenyl)-6-methoxy-1,3-benzoxazole 

Relevant articles and documents

Activated charcoal supported copper nanoparticles: A readily available and inexpensive heterogeneous catalyst for the N-arylation of primary amides and lactams with aryl iodides

A novel heterogeneous copper catalyst has been developed by supporting copper nanoparticles on activated charcoal via in situ reducing copper(II) with aqueous hydrazine as reductant. The characterization of Cu/C catalyst showed that the Cu0 nano-particles were formed on the surface of charcoal. This catalyst displayed good catalytic activities toward the N-arylation of primary amides and lactams with aryl iodides.

Copper-catalyzed Goldberg-type C-N coupling in deep eutectic solvents (DESs) and water under aerobic conditions

An efficient and selectiveN-functionalization of amides is first reportedviaa CuI-catalyzed Goldberg-type C-N coupling reaction between aryl iodides and primary/secondary amides run either in Deep Eutectic Solvents (DESs) or water as sustainable reaction media, under mild and bench-type reaction conditions (absence of protecting atmosphere). Higher activities were observed in an aqueous medium, though the employment of DESs expanded and improved the scope of the reaction to include also aliphatic amides. Additional valuable features of the reported protocol include: (i) the possibility to scale up the reaction without any erosion of the yield/reaction time; (ii) the recyclability of both the catalyst and the eutectic solvent up to 4 consecutive runs; and (iii) the feasibility of the proposed catalytic system for the synthesis of biologically active molecules.

Method for synthesizing amide derivative under catalysis of vanadium

The invention discloses a method for synthesizing an amide derivative under the catalysis of vanadium, which comprises the following step of: by using a nitro aromatic compound and an ester compound as raw materials, a vanadium compound as a catalyst and magnesium chips as a reducing agent, carrying out amidation reaction in an organic solvent to obtain the amide derivative. The method has the advantages that (1) the nitro aromatic compound which is good in stability, low in price and easy to obtain is used as a nitrogen source; (2) the used catalyst is cheap, easy to obtain and low in toxicity; and (3) the method has good substrate applicability, and is suitable for aromatic nitro compounds, fatty esters and aryl esters containing different substituents.

Graphene oxide-catalyzed CSp3–H activation of methylarenes in aqueous medium: A unified metal-free access to amides and benzimidazoles

Graphene oxide (GO)-catalyzed selective synthesis of amides via CSp3–H activation of methylarenes and consequent C–N bond formation with anilines under aqueous medium has been described. Oxygen functionality allied with GO surface played a dual role both as acid catalyst and oxidizing agent to some extent. However, GO has a copious effect on the reaction, shown by a high TOF value with TBHP as co-oxidant. The decisive role of carboxylic acid functional groups on GO nanosheets in this metal-free strategy has been confirmed and was monitored by various analytic techniques viz. Fourier transform-infrared, UV–Vis, Raman and XPS. A plausible mechanism was proposed by control experiments and by the isolation of the intermediate. Over-oxidation of methylarenes was not detected, and high recyclability of the carbocatalyst with its heterogeneous behavior facilitated the isolation and purification of the desired products. We have further explored the utility of this process for the chemoselective synthesis of benzimidazoles.

Metal-Free Sustainable Synthesis of Amides via Oxidative Amidation Using Graphene Oxide as Carbocatalyst in Aqueous Medium

Abstract: We describe an efficient, clean and metal-free procedure for the synthesis of amides via oxidative amidation of aldehydes with anilines using graphene oxide (GO) as a recyclable catalyst and KBrO3 as a mild oxidant in aqueous medium under microwave irradiation. GO nanosheets were prepared and characterized by XRD, TEM, SEM, and FT-IR, analyses. GO showed high compatibility with KBrO3 in water and offered high TOF value (1.30 × 10?3 mol?g?1 min?1). GO oxygen functionalities catalyze the oxidative amidation effectively in mild condition with high recyclability. A plausible mechanism was proposed by the isolating the intermediate. Graphic Abstract: [Figure not available: see fulltext. ]

Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides

An umpolung approach to amides via hypervalent iodine-mediated oxidative rearrangement of N-H ketimines under mild reaction conditions is described. This strategy provides target amides with excellent selectivity in good yields. In addition, preliminary m

Method for synthesizing aryl formamide with one-pot process

The invention discloses a method for synthesizing aryl formamide with a one-pot process. The method is a one-pot synthesis method, purification of intermediate products is not required, and a reaction equation of the method is shown in the specification, wherein Ar represents phenyl, aromatic heterocycte and the like, and R represents alkyl, aryl and the like. The method for synthesizing aryl formamide has the characteristics of low reaction temperature, high safety performance, high product purity, high yield and the like, and is convenient to operate.

Cooperation of a Reductant and an Oxidant in One Pot to Synthesize Amides from Nitroarenes and Aldehydes

The reductant zinc powder and the oxidant sodium chlorate were used together in an appropriate ratio in one pot under ambient conditions, to provide an environmentally friendly, effective, and convenient method for the synthesis of aromatic amides in good yields from nitroarenes and aldehydes in the green solvents alcohol and water under atmospheric conditions. The good results indicate that reductants and oxidants with opposing properties can not only be used together without any adverse effects, but also improve the reaction yield through their cooperation.

Optimizing ring-opening polymerization of ε-caprolactone by using aluminum complexes bearing amide as catalysts and their application in synthesizing poly-ε-caprolactone with special initiators and other polycycloesters

A series of aluminum complexes bearing amidate ligands, including acylamide, sulfonamide, and aryl carbamate, was synthesized. In addition, the optimization of ring-opening polymerization of ε-caprolactone by using these aluminum complexes as catalysts was studied. Polymerization results revealed that steric bulky groups in anilinyl groups decreased the catalytic activity of aluminum sulfonamide complexes but increased that of aluminum-acylamide complexes. Compared with other complexes bearing N-(4-methoxyphenyl) acylamidate and N-(4-methoxyphenyl) p-tolylsulfonamidate, an aluminum complex (MfOMeAlMe2) bearing methyl (4-methoxyphenyl)carbamate had the highest catalytic activity with an ideal molecular weight control and narrow polydispersity index (PDI). Other poly-ε-caprolactones with special end chains, such as PEG-200, 2-dimethylaminoethanol, bis(2-hydroxyethyl) disulfide, 2-((2-hydroxyethyl)disulfanyl)ethyl 2-bromo-2-methylpropanoate, and PEG-polyester-bearing disulfide group, were successfully synthesized using MfOMeAlMe2 as the catalyst. The polymerization of δ-valerolactone and 2-bromo-ε-caprolactone by using BnOH as an initiator and MfOMeAlMe2 as the catalyst resulted in poly-δ-valerolactone and poly-2-bromo-ε-caprolactone, respectively, with a precise molecular weight and a narrow PDI as well as poly-ε-caprolactones.

Efficient manganese/copper bimetallic catalyst for N-arylation of amides and sulfonamides under mild conditions in water

An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N-arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N-arylated products in good to excellent yields (up to 97 %). An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane as the ligand has been developed for the cross-coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N-arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions. Copyright