22342-21-8

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-Chlorobenzoyl)piperidine is used as a building block for the synthesis of various pharmaceuticals, leveraging its structural properties to create new drugs and improve the pharmacokinetic and pharmacodynamic profiles of existing medications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-(2-Chlorobenzoyl)piperidine is utilized as a key intermediate in the development of novel compounds with potential applications in agriculture, such as pesticides and other chemical products designed to enhance crop protection and yield.
Used in Organic Synthesis:
As a chemical intermediate, 1-(2-Chlorobenzoyl)piperidine is employed in organic synthesis to produce a range of other organic compounds, further expanding its utility and contributing to the creation of diverse chemical products.

InChI:InChI=1/C12H14ClNO/c13-11-7-3-2-6-10(11)12(15)14-8-4-1-5-9-14/h2-3,6-7H,1,4-5,8-9H2

Upstream product

• 110-89-4 piperidine 
• 609-65-4 o-chlorobenzoyl chloride 
• 89-98-5 2-chloro-benzaldehyde 
• 2591-86-8 N-Formylpiperidine 
• 118-91-2 ortho-chlorobenzoic acid 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 21854-95-5 2,2'-dichlorobenzil 
• 105223-38-9 C₁₄H₈Cl₂O₂Se₂ 

Relevant academic research and scientific papers

1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions

Several oxidative approaches namely thiocyanation of aromatic compounds, epoxidation of alkenes, amidation of aromatic aldehydes, epoxidation of α β-unsaturated ketones, oxidation of sulfides to sulfoxides and sulfones, bayer-villeger reaction, bromination and iodation of aniline and phenol derivatives oxidative esterification, oxidation of pyridines and oxidation of secondary, allylic and benzyllic alcohols were carried out using 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as the potential solid oxidant which can be stored for several months without any loss in its activity. All of the procedures were accomplished via mild reaction conditions and the products were afforded in high yields and short reaction times.

Copper-Catalyzed Aerobic Oxidative Amidation of Benzyl Alcohols

A Cu-catalyzed synthesis of amides from alcohols and secondary amines using the oxygen in air as the terminal oxidant has been developed. The methodology is operationally simple requiring no high pressure equipment or handling of pure oxygen. The commercially available, nonprecious metal catalyst, Cu(phen)Cl2, in conjunction with di-tert-butyl hydrazine dicarboxylate and an inorganic base provides a variety of benzamides in moderate to excellent yields. The pKa of amine conjugate acid and electronics of alcohol were shown to impact the selection of base for optimal reactivity. A mechanism consistent with the observed reactivity trends, KIE, and Hammett study is proposed.

Metal–Organic Framework Based on Copper and Carboxylate-Imidazole as Robust and Effective Catalyst in the Oxidative Amidation of Carboxylic Acids and Formamides

A metal–organic framework (MOF) based on copper and 1,3-bis(carboxymethyl)imidazole (bcmim) was prepared on a gram scale by using a precipitation method at room temperature. The Cu(bcmim)2MOF was shown to be an efficient catalyst for the preparation of amides through an oxidative coupling between carboxylic acids and formamides in the presence of an oxidant, such as tert-butyl hydroperoxide (TBHP). The method for the preparation of the amides is robust regardless of the carboxylic acid and gives good conversions with good selectivity. The heterogeneous catalyst was recovered unaltered after the reaction, was easily separated from the reaction mixture, and subsequently reactivated by suitable treatment. Moreover, the coupling reaction was scaled up to a gram scale, which allowed for the preparation of valuable products, such as fatty acid amides (i.e., 1-palmitoylpiperidine).

Ru-catalyzed direct amidation of carboxylic acids with N-substituted formamides

The direct amidation of carboxylic acids with N-substituted formamides has been accomplished via ruthenium catalysis. In the presence of ruthenium catalyst, a versatile range of carboxylic acids and N-substituted formamides undergoes amidation reaction to produce synthetically useful amides in good yields. C[dbnd]O in amide product came from benzoic acid but not N-substituted formamides, and which was confirmed by Isotope experiment.

Metal-free one-pot synthesis of amides using graphene oxide as an efficient catalyst

Graphene oxide (GO), exhibiting a high degree of oxygen functionality and various structural defects, was found to be a highly efficient and cost effective carbocatalyst for the one-pot base-free synthesis of amides from aromatic aldehydes and secondary amine. The chemical and structural features of GO, as probed by FTIR, Raman, XRD and HRTEM analyses, were discussed to understand the catalytic mechanism for the synthesis of amides. The present method obviates the use of transition metal catalysts and needs shorter reaction time. This journal is

Metal-free one-pot synthesis of amides using graphene oxide as an efficient catalyst

Graphene oxide (GO), exhibiting a high degree of oxygen functionality and various structural defects, was found to be a highly efficient and cost effective carbocatalyst for the one-pot base-free synthesis of amides from aromatic aldehydes and secondary amine. The chemical and structural features of GO, as probed by FTIR, Raman, XRD and HRTEM analyses, were discussed to understand the catalytic mechanism for the synthesis of amides. The present method obviates the use of transition metal catalysts and needs shorter reaction time. This journal is

The direct amidation of α-diketones with amines via TBHP-promoted oxidative cleavage of C(sp2)-C(sp2) bonds

A novel and efficient direct amidation of α-diketones with amines via TBHP-promoted oxidative cleavage of C(sp2)-C(sp2) bonds has been developed. The strategy provides an alternative approach to amides under metal-free conditions.

Gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium

An efficient gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium under mild reaction conditions has been developed.

A Convenient Preparation of Piperidinium Selenocarboxylates

Piperidinium selenocarboxylates were isolated from the reaction of bisdiselenides with piperidine in high yields.

o-CHLOROTHIOBENZAMIDES AS ADDITIVES TO LUBRICATING OILS.

The authors report the results of synthesis of o-chlorothiobenzamides and of a study of their properties as lubricant additives. The results of tests of the anticorrosion properties of o-chlorothiobenzamides were compared with the results of tests on compounds of analogous structure: thiobenzamides and o-chlorobenzamides. The results show that o-chlorothiobenzamides added to DS-11 oil have definite anticorrosion and antiwear effects, manifested in decrease of the degree of corrosion and of the diameter of the wear patch (D//p).