Thieno[3,2-b]pyridine

Base Information

• Chemical Name: Thieno[3,2-b]pyridine
• CAS No.: 272-67-3
• Molecular Formula: C7H5NS
• Molecular Weight: 135.189
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70480597
• Nikkaji Number: J1.373.585I
• Wikidata: Q72508399
• Mol file: 272-67-3.mol

Synonyms:thienopyridine

Chemical Property of Thieno[3,2-b]pyridine

Chemical Property:

• Vapor Pressure: 0.073mmHg at 25°C
• Refractive Index: 1.6391 (21℃)
• Boiling Point: 236.472oC at 760 mmHg
• PKA: 4.74±0.30(Predicted)
• Flash Point: 100.205oC
• PSA: 41.13000
• Density: 1.272g/cm3
• LogP: 2.29630
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.01427034
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

NLT 98% ^*data from raw suppliers

Thieno[3,2-B]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CS2)N=C1
• Recent ClinicalTrials: GORE? CARDIOFORM Septal Occluder Migraine Clinical Study
• Recent EU Clinical Trials: A Randomized, Double-Blind, Placebo-Controlled, Multicenter, Dose-Escalation and Dose-Confirmation Study to Evaluate the Safety and Efficacy of Rivaroxaban in Combination with Aspirin Alone or with Aspirin and a Thienopyridine in Subjects with Acute Coronary Syndromes (39039039ACS2001)

Technology Process of Thieno[3,2-b]pyridine

There total 3 articles about Thieno[3,2-b]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: 76.0%

7-chlorothieno[3,2-b]pyridine (69627-03-8) → thieno[3,2-b]pyridine (272-67-3)

Guidance literature:

With acetic acid; zinc; for 5h; Ambient temperature;

Reference yield:

thieno[3,2-b]pyridin-7-ol (69627-02-7,107818-20-2) → thieno[3,2-b]pyridine (272-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus(V) oxybromide / 3 h / 110 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 1 h / 20 °C

With n-butyllithium; phosphorus(V) oxybromide; In tetrahydrofuran; hexane;

Reference yield:

3-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)amino]thiophene-2-carbaldehyde (1217903-01-9) → thieno[3,2-b]pyridin-7(4H)-one (69627-02-7) + thieno[3,2-b]pyridine (272-67-3)

Guidance literature:

at 120 - 550 ℃; for 0.133333h; under 0.021 Torr; Flash vacuum pyrolysis;

DOI:10.1039/b9nj00474b

upstream raw materials:

7-chlorothieno[3,2-b]pyridine

3-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)amino]thiophene-2-carbaldehyde

thieno[3,2-b]pyridin-7-ol

Downstream raw materials:

3-Nitrothieno<3,2-b>pyridin

2-hydroxymethylthieno<3,2-b>pyridine

2-bromothieno<3,2-b>pyridine

2,3-dibromothieno<3,2-b>pyridine

Refernces

• 1、 Gaywood, Alexander P.,Hill, Lawrence,Imam, S. Haider,McNab, Hamish,Neumajer, Gabor,O'Neill, William J.,Matyus, Peter. "Cyclisation reactions of some pyridazinylimidoylketenes". experimental part. p. 236 - 242. Retrieved 2010/06/13.
• 2、 Barker, John M.,Huddleston, Patrick R.,Holmes, David,Keenan, Guy J.,Wright, Brian. "Thienopyridines. Part 5. 13C NMR Spectra of Some Thienopyridines, and Some Further Transformations in the Series.". . p. 771 - 795. Retrieved 2007/10/02.