34535-98-3

Usage

Uses

Used in Pharmaceutical Industry:
N-Cyclopropylaniline is used as a building block for the synthesis of pharmaceuticals due to its unique reactivity and steric effects, which make it valuable in creating complex molecules for medicinal research.
Used in Agrochemical Industry:
N-Cyclopropylaniline is used as a building block for the synthesis of agrochemicals, contributing to the development of new compounds for agricultural applications.
Used in Organic Chemistry Research:
N-Cyclopropylaniline is used as a reagent in organic chemistry reactions, particularly in the field of medicinal and agrochemical research, where its unique properties facilitate the synthesis of various organic compounds.
Used in Preparation of Functional Materials:
N-Cyclopropylaniline can be used as a building block for the preparation of various functional materials, showcasing its versatility in different applications.
Used in Organic Synthesis:
N-Cyclopropylaniline serves as an important intermediate in organic synthesis, enabling the formation of different derivatives through various chemical reactions.

Upstream product

• 603-33-8 triphenylbismuthane 
• 765-30-0 Cyclopropylamine 
• 16350-99-5 N-benzylformanilide 
• 62-53-3 aniline 
• 98-95-3 nitrobenzene 
• 411235-57-9 cyclopropylboronic acid 
• 98720-98-0 1-ethoxy-1-trimethylsilylcyclopropane 
• 321532-64-3 N-cyclopropyl-2-phenoxyacetamide 
• 103-70-8 Formanilid 
• 27374-25-0 [(1-Ethoxycyclopropyl)oxy]trimethylsilane 
• 725242-37-5 2-(cyclopropyl(phenyl)amino)acetic acid 
• 400777-68-6 N-benzyl-N-cyclopropyl-N-phenylamine 
• 108-86-1 bromobenzene 

Downstream Products

• 62-53-3 aniline 
• 66223-76-5 N-phenyl hydroxy-3 propanamide 
• 103-84-4 Acetanilid 

Relevant academic research and scientific papers

Detection of Fleeting Amine Radical Cations and Elucidation of Chain Processes in Visible-Light-Mediated [3 + 2] Annulation by Online Mass Spectrometric Techniques

Visible-light-mediated photoredox reactions have recently emerged as a powerful means for organic synthesis and thus have generated significant interest from the organic chemistry community. Although the mechanisms of these reactions have been probed by a number of techniques such as NMR, fluorescence quenching, and laser flash photolysis and various degrees of success has been achieved, mechanistic ambiguity still exists (for instance, the involvement of the chain mechanism is still under debate) because of the lack of structural information about the proposed and short-lived intermediates. Herein, we present the detection of transient amine radical cations involved in the intermolecular [3 + 2] annulation reaction of N-cyclopropylaniline (CPA, 1) and styrene 2 by electrospray ionization mass spectrometry (ESI-MS) in combination with online laser irradiation of the reaction mixture. In particular, the reactive CPA radical cation 1+?, the reduced photocatalyst Ru(I)(bpz)3+, and the [3 + 2] annulation product radical cation 3+? are all successfully detected and confirmed by high-resolution MS. More importantly, the post-irradiation reaction with an additional substrate, isotope-labeled CPA, following photolysis of 1, 2, and Ru catalyst provides strong evidence to support the chain mechanism in the [3 + 2] annulation reaction. Furthermore, the key step of the proposed chain reaction, the oxidation of CPA 1 to amine radical cation 1+? by product radical cation 3+? (generated using online electrochemical oxidation of 3), is successfully established. Additionally, the coupling of ESI-MS with online laser irradiation has been successfully applied to probe the photostability of photocatalysts.

A simple method for the formation of cyclopropylamines: The first synthesis of tricyclopropylamine

A mild, one-step method to cyclopropylate amines is described. Treatment of a variety of secondary and primary amines with [(1-ethoxycyclopropyl)oxy]trimethylsilane and sodium cyanoborohydride in methanol gave mono- and dicyclopropylamines in good yield. Sterically hindered di- and tricyclopropylamines, including the previously unreported tricyclopropylamine, were prepared using this method. The pKas of some mono-, di- and tricyclopropylamines were measured showing a reduction of ~1-2 pKa unit per added cyclopropyl group.

Red-Light-Induced N, N'-Dipropyl-1,13-dimethoxyquinacridinium-Catalyzed [3+2] Cycloaddition of Cyclopropylamines with Alkenes or Alkynes

A red-light-mediated [3+2] annulation of cyclopropylamines with akenes or alkynes in the presence of N,N'-dipropyl-1,13-dimethoxyquinacridinium is reported. An array of cyclopentane or cyclopentene derivatives with diverse functional groups have been obta

Novel quetiapine analogue as well as preparation method and applications thereof

The invention relates to the technical field of compounds as well as preparation methods and applications thereof, in particular to a novel quetiapine analogue as well as a preparation method and applications thereof. The compound has a structure as shown

PEt3-mediated deoxygenative C–N coupling of nitroarenes and boronic acids

A method for the preparation of aryl- and heteroarylamine products by triethylphosphine-mediated deoxygenative coupling of nitroarenes and boronic acids is reported. This method provides access to an array of functionalized (hetero)arylamine products from readily available starting materials under the action of an inexpensive commercial reagent. The developed triethylphosphine-mediated transformation highlights the capability of organophosphorus compounds to carry out this useful deoxygenative transformation without the necessity of any transition metal additives.

Dirhodium(II)-catalyzed [3 + 2] cycloaddition of N-arylaminocyclopropane with alkyne derivatives

Dirhodium(II) complex-catalyzed [3 + 2] reactions between N-arylaminocyclopropanes and alkyne derivatives are described. The cycloaddition products proved to be versatile synthetic intermediates. trans-Cyclic β-amino acids and derivatives thereof can be c

Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by PIII/PV=O Catalysis

A main group-catalyzed method for the synthesis of aryl- and heteroarylamines by intermolecular C-N coupling is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane) and a terminal hydrosilane reductant (phenylsilane) to drive reductive intermolecular coupling of nitro(hetero)arenes with boronic acids. Applications to the construction of both Csp2-N (from arylboronic acids) and Csp3-N bonds (from alkylboronic acids) are demonstrated; the reaction is stereospecific with respect to Csp3-N bond formation. The method constitutes a new route from readily available building blocks to valuable nitrogen-containing products with complementarity in both scope and chemoselectivity to existing catalytic C-N coupling methods.

Dirhodium(II)-Catalyzed (3 + 2) Cycloaddition of the N-Arylaminocyclopropane with Alkene Derivatives

Several (3 + 2) cycloaddition reactions catalyzed by dirhodium(II) complexes between N-arylaminocyclopropane and alkenes derivative have been developed. Preliminary mechanism studies suggest that dirhodium(II) complexes may decrease the bond-dissociation

Intermolecular [3+2] Annulation of Cyclopropylanilines with Alkynes, Enynes, and Diynes via Visible Light Photocatalysis

One-step syntheses of carbocycles substituted with amines from simple starting materials remain rare. We recently developed an intermolecular [3+2] annulation of cyclopropylanilines with alkenes and alkynes that enables this one-step synthesis. Herein, we

An efficient synthesis of N-cyclopropylanilines by a smiles rearrangement

Treatment of 2-chloro-N-cyclopropylacetamide with phenols gave the corresponding 2-aryloxy-N-cyclopropylacetamides, which on treatment with a base gave the corresponding N-cyclopropylanilines. Georg Thieme Verlag Stuttgart New York.