5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE

Base Information

• Chemical Name: 5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE
• CAS No.: 132706-12-8
• Molecular Formula: C10H7NOS
• Molecular Weight: 189.238
• Hs Code.: 2934999090
• Mol file: 132706-12-8.mol

Synonyms:5-(2-pyridinyl)-2-thiophenecarboxaldehyde;5-(Pyridin-2-yl)thiophene-2-carboxaldehyde;

Chemical Property of 5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE

Chemical Property:

• Vapor Pressure: 2.99E-05mmHg at 25°C
• Melting Point: 122-125 °C
• Refractive Index: 1.645
• Boiling Point: 356.1 °C at 760 mmHg
• PKA: 3.13±0.19(Predicted)
• Flash Point: 169.2 °C
• PSA: 58.20000
• Density: 1.269 g/cm³
• LogP: 2.62260

Purity/Quality:

98%min ^*data from raw suppliers

5-Pyridin-2-ylthiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE

There total 9 articles about 5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE 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: 92.0%

2-(5-bromothiophen-2-yl)pyridine (123784-07-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(pyridin-2-yl)-5-thiophene carbaldehyde (132706-12-8)

Guidance literature:

2-(5-bromothiophen-2-yl)pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

DOI:10.1039/c4cc10144h

Reference yield: 67.0%

2'-(2-thienyl)pyridine (3319-99-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(pyridin-2-yl)-5-thiophene carbaldehyde (132706-12-8)

Guidance literature:

2'-(2-thienyl)pyridine; N,N-dimethyl-formamide; With tris(trimethylsilyl)amine; tetramethylammonium fluoride; at 20 ℃; for 24h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In water; at 20 ℃; for 1.5h;

DOI:10.1021/acs.oprd.8b00247

Reference yield: 43.0%

2-bromo-pyridine (109-04-6) + (5-formylthiophen-2-yl)boronic acid → 2-(pyridin-2-yl)-5-thiophene carbaldehyde (132706-12-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triphenylphosphine; In 1,4-dioxane; ethanol; water; Inert atmosphere; Reflux;

DOI:10.1016/j.saa.2018.05.052

upstream raw materials:

2-(5-bromothiophen-2-yl)pyridine

N,N-dimethyl-formamide

N-Formylpiperidine

2'-(2-thienyl)pyridine

Downstream raw materials:

1-methyl-3-phenyl-2-(5-(pyridin-2-yl)thiophen-2-yl)-2,3-dihydroquinazolin-4(1H)-one

3-phenyl-2-(5-(pyridin-2-yl)thiophen-2-yl)-2,3-dihydroquinazolin-4(1H)-one

Refernces

• 1、 Du, Kang,Li, Xianghong,Tang, Dingguo,Wu, Yuhao,Xie, Chaoyi,Zhang, Bingguang. "A highly sensitive and selective colorimetric probe based on a cycloruthenated complex: An Hg2+-promoted switch of thiophene coordination". . p. 2024 - 2032. Retrieved 2020/02/20.
• 2、 Shigeno, Masanori,Fujii, Yuki,Kajima, Akihisa,Nozawa-Kumada, Kanako,Kondo, Yoshinori. "Catalytic Deprotonative α-Formylation of Heteroarenes by an Amide Base Generated in Situ from Tetramethylammonium Fluoride and Tris(trimethylsilyl)amine". . p. 443 - 451. Retrieved 2019/04/30.