74903-80-3

Usage

Uses

Used in Pharmaceutical Industry:
(Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride is used as a building block for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, (Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride is utilized as a key intermediate in the creation of different agrochemicals, such as pesticides and herbicides, due to its chemical reactivity and versatility.
Used in Research and Development:
(Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride is also used in research for its potential applications in medicinal chemistry. Its unique properties make it a valuable compound for exploring new avenues in drug discovery and development.
Used in Organic Synthesis:
As a versatile intermediate, (Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride is employed in organic synthesis to produce a wide range of organic compounds with various applications across different industries. Its chemical reactivity and potential for creating new compounds with useful properties make it a valuable asset in the field of organic chemistry.

Upstream product

• 3717-24-6 4-chlorobenzaldehyde oxime 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 132906-67-3 (3aR,9aS)-3-(4-Chloro-phenyl)-9-methyl-3a,4,9,9a-tetrahydro-isoxazolo[5,4-b]quinoline-4-carbonitrile 
• 93824-60-3 C₉H₇Cl₂NO₂ 
• 1019-85-8 2-(4-chlorophenyl)benzimidazole 
• 1141-35-1 2-(4-chlorophenyl)benzoxazole 
• 6265-91-4 2-(4-chlorophenyl)benzothiazole 
• 206055-90-5 3-(4-chlorophenyl)-5-hydroxymethylisoxazole 
• 138958-54-0 2-(3-(4-chlorophenyl)isoxazol-5-yl)propan-2-ol 

Relevant academic research and scientific papers

Leaving Group Assisted Strategy for Photoinduced Fluoroalkylations Using N-Hydroxybenzimidoyl Chloride Esters

Redox-active esters (RAEs) as alkyl radical precursors have been extensively developed for C?C bond formations. However, the analogous transformations of fluoroalkyl radicals from the corresponding acid or ester precursors remain challenging because of the high oxidation potential of the fluoroalkyl carboxylate anions. The newly developed N-hydroxybenzimidoylchloride (NHBC) ester provides a general leaving group assisted strategy to generate a portfolio of fluoroalkyl radicals, and can be successfully applied in photoinduced decarboxylative hydrofluoroalkylation and heteroarylation of unactivated olefins. In addition, DFT calculations revealed that the NHBC ester proceeds by the fluorocarbon radical pathway, whereas other well-known RAEs proceed by the nitrogen radical pathway.

PYRROLE DERIVATIVES AS PLK1 INHIBITORS

The invention provides compounds of the formula (3): or a pharmaceutically acceptable salt or tautomer thereof. The compounds are useful in the treatment of cancers.

HETEROAROMATIC NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed herein, in part, are heteroaromatic compounds and methods of use in treating neuropsychiatric disorders, e.g., schizophrenia and major depressive disorder. Pharmaceutical compositions and methods of making heteroaromatic compounds are provided. The compounds are contemplated modulate the NMDA receptor.

Stereospecific synthesis of syn -α-oximinoamides by a three-component reaction of isocyanides, syn -chlorooximes, and carboxylic acids

A stereospecific multicomponent reaction among isocyanides, syn-chlorooximes, and carboxylic acids provides an efficient synthesis of biologically relevant syn-α-oximinoamides.

Diastereoselective cycloadditions of a soluble polymer-supported substituted allyl alcohol derived from Baylis-Hillman reaction with nitrile oxides

A diastereoselective cycloaddition of a soluble polymer-supported Baylis-Hillman adduct with nitrile oxides is described. The reaction has shown to proceed with moderate diastereoselectivity, favoring the syn isomer of the resulting 3,5-substituted isoxazolines. The stereochemistry of the products has been assigned using 1H NMR studies. The structure of one of the diastereomers has been determined by single-crystal X-ray crystallographic analysis.

A synthesis of 1-hydroxy-5-(2-substituted aryl)tetrazoles by directed lithiation

Dilithiation of 1-hydroxy-5-aryltetrazoles with 2 equiv. of butyllithium in the presence of N,N,N′N′-tetramethylethylenediamine enables the introduction of ortho-substituents into the aryl ring to form compounds (6a-e). The hydroxy group of 1-hydroxy-5-ph

Unusual Regioselectivity of the Dipolar Cycloaddition Reactions of Nitrile Oxides and Tertiary Cinnamides and Crotonamides

Benzonitrile oxides undergo 1,3-dipolar cycloaddition reactions with methyl cinnamate to produce the 5-phenyl and 4-phenyl regioisomers in approximately an 80:20 ratio. However, use of N,N-diethylcinnamide as the dipolarophile unexpectedly resulted in the formation of the 5-phenyl and 4-phenyl regioisomers in a 23:77 ratio. Studies have shown that this phenomena occurs only for tertiary cinnamides. In addition, it has been demonstrated that the phenyl group of tertiary cinnamides is not essential for the reversal of regioselectivity since crotonamides produce the same results and trends as the cinnamides. However, since acrylates and acrylamides both produce the 5-carbonyl regioisomers, it can be concluded that the β-substituent is playing a key role for the unexpected results by possibly increasing steric interactions between the dipole and dipolarophile in the transition state. Transition state energies were calculated for the regioisomeric cycloadduct pairs derived from several crotonamides as well as methyl crotonate. These calculations indicate that steric factors are indeed responsible for the reversal of regioselectivity.

Synthesis and Antifungal Activities of Furoxan Derivatives Designed as Novel Fungicide

Furoxan derivatives 3-11 were designed and synthesized as potential fungicides. Symmetrically substituted furoxan derivatives 3a-j were prepared by dimerization of the corresponding nitrile oxide generated from N-hydroxyliminoyl chloride 2 in situ. Further functional group modifications of aldehyde 4, a key intermediate, generated furoxan derivatives 5-11. The fungicidal activities of furoxan derivatives 3-11 were observed over a broad spectrum of plant fungi at 250 ppm.

Conformationally restrained β-blocking oxime ethers. 2. Synthesis and β-adrenergic properties of diastereoisomeric anti and syn 2-(5'-(3'-aryl-substituted)isoxazolidinyl)-N-alkylethanolamines

The diastereoisomeric 2-(5'-(3'-aryl)isoxazolidinyl)ethaolamines 1c-h-4c-h were synthesized as analogs of the corresponding P-blocking isoxazolines unsubstituted on the aromatic ring 1a-4a, with the aim of checking the effects on the adrenergic properties