634-42-4

Usage

Uses

Used in Organic Synthesis:
N-1-naphthylbenzamide is utilized as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the creation of a wide range of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, N-1-naphthylbenzamide serves as an intermediate, playing a crucial role in the synthesis of different medicinal compounds, thereby aiding in the development of new drugs.
Used in Dye and Pigment Manufacturing:
N-1-naphthylbenzamide is also employed as an intermediate in the production of dyes and pigments, where its chemical properties contribute to the color and stability of these products in various applications.
Safety Precautions:
Given its potential to cause irritation, it is essential to handle N-1-naphthylbenzamide with care, using appropriate protective equipment and following safety guidelines in both laboratory and industrial settings.

InChI:InChI=1/C17H13NO/c19-17(14-8-2-1-3-9-14)18-16-12-6-10-13-7-4-5-11-15(13)16/h1-12H,(H,18,19)

Upstream product

• 313968-56-8 N,N'-di-[1]naphthyl-tartramide 
• 98-88-4 benzoyl chloride 
• 90-11-9 1-Bromonaphthalene 
• 55-21-0 benzamide 
• 98-95-3 nitrobenzene 
• 703-55-9 1-naphthylmagnesiumbromide 
• 2797-52-6 mono-O-benzoyl maleic hydrazide 
• 134-32-7 1-amino-naphthalene 
• 848417-68-5 3,6-dibenzoyloxy-1,2-pyridazine 
• 90-14-2 1-Iodonaphthalene 
• 100-47-0 benzonitrile 
• 98-91-9 thiobenzoic acid 
• 110-86-1 pyridine 
• 65-85-0 benzoic acid 

Downstream Products

• 95490-24-7 N-(4-benzoyl-[1]naphthyl)-benzamide 
• 1070790-61-2 N-hydroxymethyl-N-(naphthalen-1-yl)benzamide 
• 1260248-90-5 (ppy)₂Ir(N-naphthylbenzamide) 
• 120190-04-7 1-dibenzoylaminonaphthalene 
• 93324-79-9 (4-amino-[1]naphthyl)-phenyl ketone 
• 119656-68-7 (Benzoyl-naphthalen-1-yl-amino)-acetic acid ethyl ester 
• 96963-47-2 N-(naphthalen-1-yl)benzothioamide 
• 57353-87-4 N-(1-naphthyl)benzimidoyl chloride 

Relevant academic research and scientific papers

Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles

Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. This nanocatalyst was well characterized using FT-IR, NMR, XRD, CHNS, AAS, TGA, EDX and SEM. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers via C-O cross-coupling of phenols and aryl iodides, as well as, the preparation of N-aryl amides and N-aryl heterocycles through C-N cross-coupling of amides and N-H heterocycle compounds with aryl halides. In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity.

Silver(I) Promoted the C4-H Bond Phosphonation of 1-Naphthylamine Derivatives with H-Phosphonates

A simple and efficient protocol for silver-promoted direct C-H phosphonation of 1-naphthylamine derivatives with H-phosphonates was described. This reaction proceeded smoothly for 1-naphthylamine derivatives at the C4 site, providing a facile and efficient route to 4-phosphonated 1-naphthylamine derivatives. This phosphonation could tolerate a diverse type of functional groups at the pyridinyl and naphthyl moieties. Further functionalization of the phosphonated product was also explored at the C2 and C8 sites, such as fluoridation, methylation, methoxylation, and amination. In addition, DFT studies of the reaction intermediate showed that the most electrophilic reactive site is at the C4 site in the naphthyl ring.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids

A visible-light-promoted and simple iron salt-catalyzed N-arylation was achieved efficiently under external photosensitizer-free conditions. Arylboronic acids and bench-stable dioxazolones were used for this cross-coupling reaction. This reaction features high reactivity, wide substrate scope, good functional group tolerance, simple operation procedure, and mild reaction conditions. Preliminary mechanistic investigations were conducted to support a radical pathway. This method may contribute to shift the paradigm of iron-catalyzed C-N bond construction and nitrene transfer chemistry.

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.

Peri -Selective Direct Acylmethylation and Amidation of Naphthalene Derivatives Using Iridium and Rhodium Catalysts

An iridium-catalyzed acylmethylation and a rhodium-catalyzed amidation of naphthalene derivatives are reported, adopting sulfoxonium ylides and dioxazolones as carbene and nitrene transfer agents, respectively. The use of SMe group as a directing group was key to ensure the peri -selective functionalization, and it can be easily removed or diversely transformed to other synthetically useful functionalities after the catalysis.

Manganese Catalyzed Direct Amidation of Esters with Amines

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations.

Benzothiazole solid-state luminescent material as well as preparation method and application thereof

The invention provides a benzothiazole solid-state luminescent material as well as a preparation method and an application thereof, and relates to the technical field of solid-state luminescent materials. The benzothiazole solid-state luminescent material provided by the invention has a structure shown as a formula I, wherein Ar in the formula I is phenyl, naphthyl or anthryl. The benzothiazole solid-state luminescent material provided by the invention is good in color tone, saturation and color rendering property, high in luminous efficiency, and strong in light stability and chemical stability. As shown in the result of the embodiment of the invention, the chromaticity coordinate of the benzothiazole solid-state luminescent material provided by the invention is (0.27-0.28, 0.34-0.38), the color rendering index is 64-73, the color temperature is 8089-8341, and the lighting effect is 4.8-5.68 lm/W.

Synthesis of 2-Amino-1,3-dienes from Propargyl Carbonates via Palladium-Catalyzed Carbon-Nitrogen Bond Formation

A catalytic method to synthesize 1,3,-dienes from propargylic precursors is reported. This palladium-catalyzed carbon-nitrogen bond-forming reaction furnishes 2-amino-1,3-dienes in excellent yields (up to 98%) and shows a broad tolerance to functional group diversity. The reaction has been demonstrated for over 30 amine substrates, including anilines and indoles, and proceeds under mild neutral conditions. The resulting 1,3-dienes are of great synthetic interest because of their further reaction potential.

BENZAMIDE DERIVATIVES AS CGAS-STING PATHWAY AGONISTS

Pharmaceutical compositions of the invention comprise functionalized benzamide derivatives useful as cyclic GMP-AMP synthase- Stimulator of interferon gene (cGAS-STING) pathway agonists, and useful for treating viral diseases and boost antitumor immunity.