59046-28-5

Usage

Uses

Used in Organic Synthesis:
1-(4-Methylbenzoyl)-1H-benzotriazole is used as a synthetic intermediate for the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable building block in the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(4-Methylbenzoyl)-1H-benzotriazole is used as a key intermediate in the synthesis of drug molecules. Its presence in the molecular structure can impart specific biological activities and improve the pharmacokinetic properties of the final drug product.
Used in Agrochemical Industry:
1-(4-Methylbenzoyl)-1H-benzotriazole is also utilized in the agrochemical industry for the development of new pesticides and herbicides. Its incorporation into the molecular structure of these chemicals can enhance their efficacy and selectivity, leading to improved crop protection.
Used in Chemical Research:
In the field of chemical research, 1-(4-Methylbenzoyl)-1H-benzotriazole serves as a versatile compound for studying various reaction mechanisms and exploring new synthetic methodologies. Its unique reactivity and stability make it an attractive candidate for fundamental research and the development of novel chemical processes.

InChI:InChI=1/C14H11N3O/c1-10-6-8-11(9-7-10)14(18)17-13-5-3-2-4-12(13)15-16-17/h2-9H,1H3

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 874-60-2 4-methyl-benzoyl chloride 
• 99-94-5 p-Toluic acid 
• 37073-15-7 1-(methanesulfonyl)-1H-1,2,3-benzotriazole 
• 201230-82-2 carbon monoxide 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 95125-19-2 1-(4-methylphenyl)-2-{[2-(4-methylphenyl)-2-oxoethyl]sulfonyl}-1-ethanone 
• 62128-31-8 (1-methyl-1H-pyrrol-2-yl)-p-tolylmethanone 
• 890-29-9 (1H-indol-3-yl)(4-methylphenyl)methanone 
• 41993-27-5 2,2-diphenyl-1-p-tolylethanone 
• 95-14-7 1,2,3-Benzotriazole 
• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 6933-25-1 2-thienyl 4-methylphenyl ketone 
• 52884-48-7 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester 
• 27835-00-3 ethyl (4-methylbenzoyl)acetate 
• 39719-02-3 N-Phenyl-N'-p-toluoylhydrazin 
• 60143-78-4 1-(4'-methylphenyl)butane-1,3-dione 
• 22693-32-9 4-methylbenzoyl azide 
• 1240115-64-3 (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(4-methylbenzoylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid 
• 77750-08-4 4-methylbenzenecarboselenoic acid Se-phenyl ester 

Relevant academic research and scientific papers

Trichloroisocyanuric Acid Mediated High-Yielding Synthesis of N -Acylbenzotriazoles under Mild Reaction Conditions

N -Acylbenzotriazoles are achieved in good yields from the corresponding carboxylic acids by using only 0.35 equivalent of trichloroisocyanuric acid and 1.2 equivalents of PPh 3. The salient features of the developed reaction path include an ec

An Improved N-Acylation of 1 H-Benzotriazole Using 2,2′-Dipyridyl?-di?-sulfide and Triphenylphosphine

A novel path has been developed for the conversion of carboxylic acids into the corresponding N-acylbenzotriazoles by using 2,2′-dipyridyl disulfide/PPh 3 in anhydrous dichloromethane in the presence of 1 H-benzotriazole. Mild reaction conditio

Visible-Light-Induced C(sp2)-P Bond Formation by Denitrogenative Coupling of Benzotriazoles with Phosphites

A visible-light-induced denitrogenative phosphorylation of benzotriazoles is presented, in which diverse substituted aryl phosphonates could be obtained in good to excellent yields. This efficient protocol exhibits good tolerance with various functional g

A new methodology for the synthesis of N-acylbenzotriazoles

A facile and economic path for an easy access of diverse N-acylbenzotriazoles from carboxylic acid has been devised using NBS/PPh3 in anhydrous dichloromethane. High yield of product was obtained at room temperature in one hour reaction time under mild reaction conditions.

Accessing N-Acyl Azoles via Oxoammonium Salt-Mediated Oxidative Amidation

An operationally simple, robust, metal-free approach to the synthesis of N-acyl azoles from both alcohols and aldehydes is described. Oxidative amidation is facilitated by a commercially available organic oxidant (4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) and proceeds under very mild conditions for an array of structurally diverse substrates. Tandem reactions of these activated amides, such as transamidation and esterification, enable further elaboration. Also, the spent oxidant can be recovered and used to regenerate the oxoammonium salt.

Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

We present a new paradigm for nitroxyl-mediated processes via the merger of oxoammonium cation-mediated oxidation with visible-light photoredox catalysis. The integration of these two forms of catalysis has been realised for the oxidative amidation of aldehydes, furnishing N-acylated heterocycles. Extension of this process to the oxidative amidation of alcohols via the intermediacy of an aldehyde was successfully pursued, thus proffering a general oxidation platform. The activated amides synthesised here are excellent synthetic handles for acylation.

An efficient one-pot synthesis of: N, N ′-disubstituted ureas and carbamates from N -acylbenzotriazoles

A facile and high-yielding one-pot synthesis of carbamates and N,N′-disubstituted symmetrical ureas from N-acylbenzotriazoles has been devised. It is believed that, the intermediate acyl-azide undergo Curtius rearrangement and in different solvents gives different products i.e. carbamates in alcohols and N,N′-disubstituted symmetrical urea in THF.

Identification of a novel class of quinoline-oxadiazole hybrids as anti-tuberculosis agents

A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H37Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values 500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents.

Facile synthesis of N-acylbenzotriazoles from carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine and triethylamine

Abstract A facile, efficient, and economic method toward N-acylbenzotriazoles was reported using 2,4,6-trichloro-1,3,5-triazine in combination with triethylamine as a carboxylic acid activator. Through reacting 1H-benzotriazole with the generated triacylated triazine intermediate, a series of N-acylbenzotriazoles could be rapidly prepared in high yields without column chromatography.