780-02-9

Basic information

• Product Name: N-Cyclohexyl-P-Methoxyaniline
• Synonyms: N-Cyclohexyl-P-Methoxyaniline;N-(4-Methoxyphenyl)cyclohexylamine;N-(Cyclohexyl)-p-anisidine;N-Cyclohexyl-4-methoxybenzenamine
• CAS NO: 780-02-9
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.29606
• Mol File: 780-02-9.mol
• Article Data: 81

Chemical Properties

• Boiling Point: 335.3°Cat760mmHg
• Flash Point: 136.6°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: N-Cyclohexyl-P-Methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cyclohexyl-P-Methoxyaniline(780-02-9)
• EPA Substance Registry System: N-Cyclohexyl-P-Methoxyaniline(780-02-9)

Safety Data

• Hazardous Substances Data: 780-02-9(Hazardous Substances Data)

Usage

General Description

N-Cyclohexyl-P-Methoxyaniline, also known as N-cyclohexylaniline, is an organic chemical compound with the formula C13H19NO. It is a pale yellow solid that is used as an intermediate in the production of various dyes, pigments, and pharmaceuticals. N-Cyclohexyl-P-Methoxyaniline is primarily used as a dye intermediate for the manufacturing of acid dyes and metal complex dyes. It is also commonly employed in the synthesis of azo dyes and for the production of hair dyes. Additionally, this chemical has potential applications in the pharmaceutical industry, particularly for the synthesis of various organic compounds used in the development of drugs.

InChI:InChI=1/C13H19NO/c1-15-13-9-7-12(8-10-13)14-11-5-3-2-4-6-11/h7-11,14H,2-6H2,1H3

Upstream product

• 696-62-8 para-iodoanisole 
• 108-91-8 cyclohexylamine 
• 104-94-9 4-methoxy-aniline 
• 108-95-2 phenol 
• 100-17-4 para-methoxynitrobenzene 
• 110-82-7 cyclohexane 
• 87100-15-0 cyclohexylboronic acid pinacol ester 
• 108-94-1 cyclohexanone 
• 822-67-3 Cyclohex-2-enol 
• 98-89-5 Cyclohexanecarboxylic acid 
• 125802-09-7 1-(4-methoxyphenyl)cyclohexan-1-amine 
• 3393-77-9 bis(4-methoxyphenyl)sulfide 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 726-18-1 4,4'-dianisylmethane 

Downstream Products

• 1056991-73-1 2-chloro-N-cyclohexyl-N-(4-methoxyphenyl)acetamide 
• 1507344-54-8 C₁₄H₁₈N₂O 
• 1195186-69-6 N-methyl-N-cyclohexyl-4-methoxyaniline 
• 97126-56-2 4-methoxy-N-phenyl-N-(p-tolyl)aniline 
• 1208-86-2 N-(4-methoxyphenyl)phenylamine 

Relevant articles and documents

Visible-light-mediated tungsten-catalyzed C-H amination of unactivated alkanes with nitroarenes

Alkylamines are important motifs in pharmaceutical and material sciences. The existing reports of C-H amination are limited to ammonia, diazo and azide nitrogen sources. This work describes a rapid construction of C-N bonds from accessible nitroarene and alkane feedstock under decatungstate catalysis. A variety of C-H precursors including gaseous, linear, cyclic and benzylic hydrocarbons could adopt this protocol to afford the corresponding alkylamines in high efficiency. [Figure not available: see fulltext.]

Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed-Bed Flow Systems

Aryl amines are important pharmaceutical intermediates among other numerous applications. Herein, an environmentally benign route and novel approach to aryl amine synthesis using dehydrative amination of phenols with amines and styrene under continuous-flow conditions was developed. Inexpensive and readily available phenols were efficiently converted into the corresponding aryl amines, with small amounts of easily removable co-products (i.e., H2O and alkanes), in multistep continuous-flow reactors in the presence of heterogeneous Pd catalysts. The high product selectivity and functional-group tolerance of this method allowed aryl amines with diverse functional groups to be selectively obtained in high yields over a continuous operation time of one week.

Efficient One-Pot Reductive Aminations of Carbonyl Compounds with Aquivion-Fe as a Recyclable Catalyst and Sodium Borohydride

A one-pot reductive amination of aldehydes and ketones with NaBH4 was developed with a view to providing efficient, economical and greener synthetic conditions. A recyclable iron-based Lewis catalyst, Aquivion-Fe, was used to promote imine formation in cyclopentyl methyl ether, followed by the addition of a small amount of methanol to the reaction mixture to enable C=N reduction by NaBH4. The protocol, applied to a wide number of amines and carbonyl compounds, resulted in ever complete conversion of these latter with excellent chemoselectivity towards the expected amination products in the most cases. Isolated yields, determined for a selection of the screened substrates, were found consistent with the previously obtained conversion and selectivity data. Cinacalcet, an important active pharmaceutical ingredient, was efficiently prepared by the title procedure.