34662-32-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-2-nitrobenzonitrile is utilized as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicinal compounds. Its unique chemical structure allows it to participate in various chemical reactions that are essential for creating effective pharmaceutical agents.
Used in Dye Industry:
In the dye industry, 4-Chloro-2-nitrobenzonitrile serves as an intermediate for the production of dyes. Its chemical properties enable it to be a part of the synthesis process, leading to the creation of dyes with specific color characteristics and properties.
Used in Agrochemical Industry:
4-Chloro-2-nitrobenzonitrile is also employed as an intermediate in the agrochemical sector, where it plays a role in the synthesis of various agrochemicals. Its contribution is vital for developing products that can enhance crop protection and improve agricultural yields.

InChI:InChI=1/C7H3ClN2O2/c8-6-2-1-5(4-9)7(3-6)10(11)12/h1-3H

Upstream product

• 64-19-7 acetic acid 
• 89-63-4 4-Chloro-2-nitroaniline 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 41995-04-4 4-chloro-2-nitro-benzoyl chloride 
• 89-61-2 2,5-dichloronitrobenzene 
• 5551-11-1 4-Chloro-2-nitrobenzaldehyde 
• 13472-08-7 azobis(2-cyanobutane) 
• 109-77-3 malononitrile 

Downstream Products

• 97112-62-4 2-nitro-4-piperidino-benzonitrile 
• 873414-67-6 4-chloro-2-p-tolylsulfanyl-benzonitrile 
• 89692-53-5 3-amino-6-chloro-1,2-benzisoxazole 
• 80517-21-1 4-fluoro-2-nitrobenzonitrile 
• 5900-59-4 2-amino-4-chlorobenzamide 
• 5900-58-3 2-amino-4-chloro-benzoic acid methyl ester 
• 5106-98-9 4-chlorosalicylic acid 
• 19407-50-2 2-benzamido-4-chlorobenzoic acid 
• 873414-65-4 4-chloro-2-(toluene-4-sulfonyl)-benzonitrile 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 28340-71-8 4-morpholin-4-yl-2-nitro-benzonitrile 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 38487-86-4 2-amino-4-chlorobenzonitrile 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 

Relevant academic research and scientific papers

Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products

A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile, and atmospheric oxygen is used as the sole oxidant. The method portrays a wide substrate scope with good functional group tolerances. Moreover, this method was applied for the synthesis of schizocommunin, tryptanthrin, phaitanthrin-A, phaitanthrin-B, and 8H-quinazolino[4,3-b]quinazolin-8-one.

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.

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

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is

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.

Evaluation and biological properties of reactive ligands for the mapping of the glycine site on the N-methyl-D-aspartate (NMDA) receptor

The glycine-binding site of the N-methyl-D-aspartate (NMDA) receptor, given its potential as pharmacological target, has been thoroughly studied by structure-activity relationships, which has made possible its description in terms of spatial limits and interactions of various types. A structural model, based on mutational analysis and sequence alignments, has been proposed. Yet, the amino acid residues responsible for the interactions with the ligand have not been unambiguously characterized. To evidence nucleophilic pocket-lining residues, we have designed and synthesized reactive glycine-site ligands derived from 3-substituted 4-hydroxy-quinolin- 2(1H)-ones by introducing various electrophilic groups at different positions of the molecule. These ligands were found to have high affinity at the glycine site and to be functional antagonists by inhibiting glycine/glutamate-induced currents in transfected oocytes. The correlation between their potency and their substitution pattern was strictly consistent with previously established structure-activity relationships. Most ligands displayed intrinsic reactivity toward cysteine, but none inactivated wild- type receptors. This is consistent with the model since it indicates the absence of exposed cysteine in the glycine-binding site. A strategy of cysteine incorporation by point mutations at selected polypeptide positions will create unambiguously localized targets for our reactive probes.

3H-azepines and related systems. Part 5. Photo-induced ring expansions of o-azidobenzonitriles to 3-cyano- and 7-cyano-3H-azepin-2(1H)-ones

Unlike other aryl azides bearing electron-withdrawing ortho-substituents, o-azidobenzonitriles on photolysis in aqueous-tetrahydrofuran yield mixtures of the expected 3-cyano- and the unexpected 7-cyano-3H-azepin-2(1H)-ones. In one instance ring contraction to a 2-azabicyclo[3.2.0]hept-6-ene-3-one is noted. X-ray crystallographic data for 7-cyano- and 4-chloro-7-cyano-3H-azepin-2-one, and for the azabicycloheptenone, are presented.

Process for the preparation of 4-chloro-2-nitrobenzonitrile

A process for the preparation of 4-chloro-2-nitrobenzonitrile, which comprises a step for subjecting 2,5-dichloronitrobenzene to a reaction with copper (I) cyanide.