2-(2-Thienyl)pyridine

Base Information

• Chemical Name: 2-(2-Thienyl)pyridine
• CAS No.: 3319-99-1
• Molecular Formula: C9H7NS
• Molecular Weight: 161.227
• Hs Code.: 29349990
• European Community (EC) Number: 222-022-1
• DSSTox Substance ID: DTXSID90186842
• Nikkaji Number: J150.008B
• Wikidata: Q72504772
• ChEMBL ID: CHEMBL1883714
• Mol file: 3319-99-1.mol

Synonyms:2-(2'-thienyl)pyridine

Chemical Property of 2-(2-Thienyl)pyridine

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 61-63 °C
• Refractive Index: 1.604
• Boiling Point: 268 °C at 760 mmHg
• PKA: 4.51±0.10(Predicted)
• Flash Point: 115 °C
• PSA: 41.13000
• Density: 1.173 g/cm³
• LogP: 2.81010
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.02992040
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

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

2-(Thiophen-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC=CS2

Technology Process of 2-(2-Thienyl)pyridine

There total 49 articles about 2-(2-Thienyl)pyridine 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: 100.0%

2-bromo-pyridine (109-04-6) + thiophene boronic acid (6165-68-0) → 2'-(2-thienyl)pyridine (3319-99-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 18h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201505820

Reference yield: 94.0%

2-bromo-pyridine (109-04-6) + thiophen-2-yl magnesium bromide (5713-61-1) → 2'-(2-thienyl)pyridine (3319-99-1)

Guidance literature:

With CoF₂*4H₂O; ethylmagnesium bromide; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In tetrahydrofuran; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja9039289

Reference yield: 93.0%

2-chloropyridine (109-09-1) + thiophene boronic acid (6165-68-0) → 2'-(2-thienyl)pyridine (3319-99-1)

Guidance literature:

With C₄₆H₄₈Cl₃N₃Pd; sodium carbonate; In tetrahydrofuran; water; at 80 ℃; for 4h; Reagent/catalyst;

upstream raw materials:

thiophene

2-fluoropyridine

2-bromo-pyridine

2-iodopyridine

Downstream raw materials:

2-(pyridin-2-yl)-5-thiophene carbaldehyde

2-(5-ethynylthiophen-2-yl)pyridine

4-(2-Chloro-phenyl)-9-methyl-2-[2-(5-pyridin-2-yl-thiophen-2-yl)-ethyl]-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulene

AuCl(P(C₆H₅)3)(C₉H₆NS)⁽¹⁺⁾*BF₄^(1-) = [AuCl(P(C₆H₅)3)(C₉H₆NS)]BF₄

Refernces

• 1、 Giordano,Rasmussen, Paul G.. "Platinum and palladium complexes of thienylpyridine. I. Compounds containing metal-carbon bonds". . p. 1628 - 1634. Retrieved 1975.
• 2、 Jiménez-Aberasturi, Xabier,Leicea, Eztizen,Lete, Esther,Lete, Marta G.,Santiago, Carlos,Sotomayor, Nuria. "Microwave-assisted palladium catalysed C-H acylation with aldehydes: Synthesis and diversification of 3-acylthiophenes". supporting information. p. 852 - 861. Retrieved 2022/02/03.
• 3、 Xavier, Tania,Rayapin, Corinne,Le Gall, Erwan,Presset, Marc. "Multicomponent Aromatic and Benzylic Mannich Reactions through C?H Bond Activation". supporting information. p. 13824 - 13828. Retrieved 2019/11/03.