Quinoline-8-carbonitrile

Base Information

• Chemical Name: Quinoline-8-carbonitrile
• CAS No.: 35509-27-4
• Molecular Formula: C10H6 N2
• Molecular Weight: 154.16804
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID40876180
• Nikkaji Number: J378.589K
• Wikidata: Q82857738
• Mol file: 35509-27-4.mol

Synonyms:quinoline-8-carbonitrile;35509-27-4;8-Quinolinecarbonitrile;8-Cyanoquinoline;CCRIS 7817;SCHEMBL1341511;DTXSID40876180;CIIFKVFOVFJZDM-UHFFFAOYSA-N;MFCD09999544;AKOS012323501;SB36798;AS-57991;CS-0047017;FT-0708460;W15831;J-524199;3-AMINO-1,3,4,5-TETRAHYDRO-1H-1-BENZAZEPIN-2-ONE

Chemical Property of Quinoline-8-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000258mmHg at 25°C
• Boiling Point: 323.7°Cat760mmHg
• Flash Point: 115.5°C
• PSA: 36.68000
• Density: 1.21g/cm³
• LogP: 2.10648
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.053098200
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

Quinoline-8-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C#N)N=CC=C2

Technology Process of Quinoline-8-carbonitrile

There total 20 articles about Quinoline-8-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

potassium cyanide (151-50-8) + quinolin-8-yl trifluoromethanesulfonate (108530-08-1) → quinoline-8-carbonitrile (35509-27-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; In various solvent(s); at 60 ℃; for 2h;

DOI:10.1246/bcsj.64.1118

Reference yield: 93.0%

8-formylquinoline (38707-70-9) → quinoline-8-carbonitrile (35509-27-4)

Guidance literature:

With ammonium acetate; phenyltrimethylammonium tribromide; In acetonitrile; at 20 ℃; for 14h;

DOI:10.3987/COM-16-13542

Reference yield: 92.0%

zinc(II) cyanide (557-21-1) + 8-<(Fluorosulfonyl)oxy>naphthalene (133042-65-6) → quinoline-8-carbonitrile (35509-27-4)

Guidance literature:

With nickel(II) bromide dimethoxyethane; 1,4-di(diphenylphosphino)-butane; zinc; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02498

upstream raw materials:

potassium cyanide

quinolin-8-yl trifluoromethanesulfonate

sodium cyanide

8-chloroquinoline

Downstream raw materials:

quinoline-8-carboxamide

8-carboxyquinoline

quinoline-8-carbothioic acid amide

phenyl(quinolin-8-yl)methanone

Refernces

• 1、 Ahmad, Ashfaq,Dutta, Himangsu Sekhar,Kumar, Mohit,Khan, Afsar Ali,Raziullah,Koley, Dipankar. "Pd-Catalyzed C-H Halogenation of Indolines and Tetrahydroquinolines with Removable Directing Group". supporting information. p. 5870 - 5875. Retrieved 2020/07/30.
• 2、 -. "PYRAZOLO-TRIAZINE AND/OR PYRAZOLO-PYRIMIDINE DERIVATIVES AS SELECTIVE INHIBITOR OF CYCLIN DEPENDENT KINASE". Page/Page column 50; 82. . Retrieved 2019/11/04.