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N-phenyl-2-quinolinamine is an organic compound with the chemical formula C16H13N. It is a derivative of quinoline, a heterocyclic aromatic compound, and is characterized by the presence of a phenyl group attached to the nitrogen atom at the 2-position. N-phenyl-2-quinolinamine is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals, particularly as an intermediate in the production of certain dyes and pigments. Its chemical structure contributes to its reactivity and stability, making it a valuable component in organic synthesis.

5468-85-9

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5468-85-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5468-85-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,6 and 8 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5468-85:
(6*5)+(5*4)+(4*6)+(3*8)+(2*8)+(1*5)=119
119 % 10 = 9
So 5468-85-9 is a valid CAS Registry Number.
InChI:InChI=1/C19H21N3O3/c1-14-7-6-10-17(11-14)25-13-19(24)20-12-18(23)22-21-15(2)16-8-4-3-5-9-16/h3-11H,12-13H2,1-2H3,(H,20,24)(H,22,23)/b21-15+

5468-85-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-phenylquinolin-2-amine

1.2 Other means of identification

Product number -
Other names [2]Chinolyl-phenyl-amin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5468-85-9 SDS

5468-85-9Relevant academic research and scientific papers

Cyano-Sacrificial (Arylthio)arylamination of Quinoline and Isoquinoline N-Oxides Using N-(2-(Arylthio)aryl)cyanamides

Behera, Ahalya,Sau, Prasenjit,Sahoo, Ashish Kumar,Patel, Bhisma K.

, p. 11218 - 11231 (2018)

A copper(I)-catalyzed regioselective arylthio-arylamination of quinoline and isoquinoline N-oxides has been achieved at the expense of a cyano (CN) group from N-(2-(arylthio)aryl)cyanamides. This reductive amination proceeds in one pot at 80 °C in the absence of any additives. This is a unique demonstration of aryl cyanamides serving as arylaminating agents on quinoline/isoquinoline N-oxides with concurrent autoreduction of N-oxide.

Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation

Wu, Ke,Rong, Qiang,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan

, p. 4708 - 4713 (2021/08/27)

A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).

Site-Selective Deoxygenative Amination of Azine N-Oxides with Carbodiimides under Catalyst-, Activator-, Base-, and Solvent-Free Conditions

Sarmah, Bikash Kumar,Konwar, Monuranjan,Das, Animesh

, p. 10762 - 10772 (2021/07/31)

An operationally simple method for synthesizing 2-amino azines via [3+2] dipolar cycloaddition of azine N-oxide with carbodiimide has been demonstrated. The reaction can proceed smoothly under simple heating conditions without any transition metal catalyst, activator, base, and solvent. This transformation demonstrates a broad substrate scope and produces CO2 as the only co-product. The applicability of this method is highlighted by the late-stage modification of bioactive molecules, including quinine, (±)-α-tocopherol, and tryptamine modified quinoline.

Design of Benzimidazolyl Phosphines Bearing AlterableP,OorP,N-Coordination: Synthesis, Characterization, and Insights into Their Reactivity

Wong, Shun Man,Choy, Pui Ying,Zhao, Qingyang,Yuen, On Ying,Yeung, Chung Chiu,So, Chau Ming,Kwong, Fuk Yee

supporting information, p. 2265 - 2271 (2021/05/05)

A new series of hemilabile benzimidazolyl phosphines is reported. Entities in this ligand family can be easily assembled and prepared on a large scale via a simple one-pot procedure. X-ray crystallographic analyses show that the Pd metal center can coordinate in different fashions, where it relies on the size of the ?PR2group. With the same ligand scaffold, the ligand having a ?PCy2moiety displays better efficiency in expediting aromatic C-C bond-coupling reactions, while the ligand associated with a ?P-t-Bu2group, in contrast, promotes C-N bond-forming reactions.

A mild and metal-free synthesis of 2- And 1-alkyl/aryl/dialkyl-aminoquinolines and isoquinolines

Nanaji, Yerramsetti,Kirar, Seema,Pawar, Sandip V.,Yadav, Ashok Kumar

, p. 7628 - 7634 (2020/03/13)

A simple synthetic strategy has been developed for the synthesis of 2- and 1-alkyl/aryl/dialkylaminoquinolines and isoquinolines from the easily available quinoline and isoquinoline-N-oxides, different amines, triflic anhydride as activating agent and ace

Fluorene naphthofuran derivative and application thereof

-

Paragraph 0062-0064; 0114, (2018/07/06)

The invention provides a compound shown in the general formula (1), wherein A-A are respectively and independently selected from Ar, N(Ar)(Ar), hydrogen, F, Cl, Br, I, CHO, C(=O)Ar, P(=O)(Ar)2, S(=O)Ar, S(=o)2Ar, CN, NO2, Si(R)3, C1-C30 substituted or unsubstituted alkyl groups or naphthenic groups, alkenyl groups and alkoxy or thioalkoxy groups; at least one of A-A is selectedfrom Ar or N(Ar1)(Ar2); when two adjacent substituent groups in the A-A are independently selected from Ar or N(Ar1)(Ar2), the two substituent groups can be fused into a ring; Ar, Ar and Ar are respectively and independently selected from C6-C30 substituted or unsubstituted aryl groups or are C5-C30 substituted or unsubstituted heteroaryl groups; substituent groups on the aryl or heteroaryl groups are independently selected from F, Cl, Br, I, CHO, CN and NO2 or selected from C1-C30 alkyl groups or naphthenic groups, alkenyl groups and alkoxy or thioalkoxy groups.

Palladium-catalysed amination of aryl- and heteroaryl halides using tert-butyl tetraisopropylphosphorodiamidite as an easily accessible and air-stable ligand

Roiban, Gheorghe-Doru,Mehler, Gerlinde,Reetz, Manfred T.

, p. 2070 - 2076 (2014/04/17)

The phosphorus compound tert-butyl tetraisopropylphosphorodiamidite, prepared from bis(diisopropylamino)chlorophosphine, is an excellent ligand for palladium-catalysed Buchwald-Hartwig amination of aryl- and heteroaryl chlorides and bromides. Based on its ready accessibility and air-stability, this amination protocol is a practical approach to the synthesis of industrially important aryl- and heteroarylamines. Copyright

A copper-mediated tandem reaction through isocyanide insertion into N-H bonds: Efficient access to unsymmetrical tetrasubstituted ureas

Huang, Xiaomei,Xu, Shuguang,Tan, Qitao,Gao, Mingchun,Li, Minjie,Xu, Bin

supporting information, p. 1465 - 1468 (2014/02/14)

A copper-mediated multi-component reaction was developed through isocyanide insertion into N-H bonds of less active secondary arylamines. This approach leads to an efficient synthesis of unsymmetrical tetrasubstituted ureas in one pot. The Royal Society of Chemistry.

C-H cycloamination of N-aryl-2-aminopyridines and N-arylamidines catalyzed by an in situ generated hypervalent iodine(iii) reagent

He, Yimiao,Huang, Jinbo,Liang, Dongdong,Liu, Lanying,Zhu, Qiang

supporting information, p. 7352 - 7354 (2013/09/23)

A metal-free synthesis of diversified pyrido[1,2-a]benzimidazoles and 1H-benzo[d]imidazoles from N-aryl-2-aminopyridines and N-arylamidines has been developed. The C-H cycloamination reaction was catalyzed by hypervalent iodine(iii) species generated in situ from iodobenzene (catalytic) and peracetic acid (stoichiometric). The reaction proceeded smoothly at ambient temperature to provide the corresponding N-heterocycles in good to excellent yields.

Synthesis and anti-HCV activity evaluation of anilinoquinoline derivatives

Peng, Huang-Kai,Lin, Chun-Kuang,Yang, Shiang-Yu,Tseng, Chin-Kai,Tzeng, Cherng-Chyi,Lee, Jin-Ching,Yang, Shyh-Chyun

supporting information; experimental part, p. 1107 - 1110 (2012/03/26)

Hepatitis C virus (HCV) infection is a main cause of chronic liver disease, leading to liver cirrhosis and hepatocellular carcinoma (HCC). The objective of our research was to develop effective agents against viral replication. Here, we have synthesized a

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