2-(Phenylthio)quinoline

Base Information

• Chemical Name: 2-(Phenylthio)quinoline
• CAS No.: 22190-12-1
• Molecular Formula: C15H11 N S
• Molecular Weight: 237.325
• Hs Code.: 29334990
• European Community (EC) Number: 244-828-2
• UNII: 6GS37SZ47Q
• DSSTox Substance ID: DTXSID3066768
• Nikkaji Number: J285.458I
• Wikidata: Q81993354
• ChEMBL ID: CHEMBL1644331
• Mol file: 22190-12-1.mol

Synonyms:2-(Phenylthio)quinoline;22190-12-1;Quinoline, 2-(phenylthio)-;2-phenylsulfanylquinoline;2-Phenylsulfanyl-Quinoline;6GS37SZ47Q;CHEMBL1644331;EINECS 244-828-2;(phenylthio)quinoline;UNII-6GS37SZ47Q;2-(Phenylsulfanyl)quinoline #;SCHEMBL2114821;DTXSID3066768;BDBM50483303;AKOS024285286

Chemical Property of 2-(Phenylthio)quinoline

Chemical Property:

• Vapor Pressure: 1.69E-06mmHg at 25°C
• Melting Point: 48 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 408.1°C at 760 mmHg
• Flash Point: 200.6°C
• PSA: 38.19000
• Density: 1.24g/cm³
• LogP: 4.38600
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.06122053
• Heavy Atom Count: 17
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

2-(PHENYLTHIO)QUINOLINE Aldrich ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=NC3=CC=CC=C3C=C2

Technology Process of 2-(Phenylthio)quinoline

There total 9 articles about 2-(Phenylthio)quinoline 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: 99.0%

2-Chloroquinoline (612-62-4) + sodium thiophenolate (930-69-8) → 2-phenylsulfanyl-quinoline (22190-12-1)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 90 ℃; for 0.00972222h; microwave irradiation;

DOI:10.1016/S0040-4020(01)01225-X

Reference yield: 97.0%

2-Chloroquinoline (612-62-4) + thiophenol (108-98-5) → 2-phenylsulfanyl-quinoline (22190-12-1)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 1,1',3,3'-tetrakis(diphenylphosphino)ferrocene; sodium t-butanolate; In toluene; for 17h; Catalytic behavior; Inert atmosphere; Schlenk technique; Heating;

DOI:10.1002/chem.201403337

Reference yield: 91.0%

2-Chloroquinoline (612-62-4) + phenylthiotrimethylsilane (4551-15-9) → 2-phenylsulfanyl-quinoline (22190-12-1)

Guidance literature:

With tetrabutylammomium bromide; In acetonitrile; at 100 ℃; for 48h; Mechanism; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4gc00535j

upstream raw materials:

2-Chloroquinoline

sodium thiophenolate

thiophenol

thiophenolate

Downstream raw materials:

2-(4-methylphenyl)quinoline

2-thiophen-2-yl-quinoline

2-(4-(trifluoromethyl)phenyl)-quinoline

2-benzenesulfonyl-quinoline

Refernces

• 1、 Jones, Kieran D.,Power, Dennis J.,Bierer, Donald,Gericke, Kersten M.,Stewart, Scott G.. "Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols". supporting information. p. 208 - 211. Retrieved 2018/01/17.
• 2、 Ma, Xiantao,Liu, Quan,Jia, Xiaojuan,Su, Chenliang,Xu, Qing. "Efficient synthesis of unsymmetrical heteroaryl thioethers and chalcogenides by alkali hydroxide-mediated SNAr reactions of heteroaryl halides and dichalcogenides". . p. 56930 - 56935. Retrieved 2016/07/06.