2-(Thiophen-2-yl)imidazo[1,2-a]pyridine

Base Information

• Chemical Name: 2-(Thiophen-2-yl)imidazo[1,2-a]pyridine
• CAS No.: 4045-03-8
• Molecular Formula: C11H8N2S
• Molecular Weight: 200.264
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60385209
• Nikkaji Number: J1.484.968H
• Wikidata: Q82177849
• Mol file: 4045-03-8.mol

Synonyms:2-(thiophen-2-yl)imidazo[1,2-a]pyridine;4045-03-8;2-Thien-2-ylimidazo[1,2-a]pyridine;2-thiophen-2-ylimidazo[1,2-a]pyridine;2-(2-thienyl)imidazo[1,2-a]pyridine;MFCD00507037;CBDivE_010225;SCHEMBL14116548;DTXSID60385209;AKOS005257193;2-(2-Thienyl)imidazo[1,2-a]pyridin;AS-8937;2-Thiophen-2-yl-imidazo[1,2-a]pyridine;EN300-234231;F1967-0935

Chemical Property of 2-(Thiophen-2-yl)imidazo[1,2-a]pyridine

Chemical Property:

• PSA: 45.54000
• LogP: 3.06280
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 200.04081944
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

95% ^*data from raw suppliers

2-Thien-2-ylimidazo[1,2-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NC(=CN2C=C1)C3=CC=CS3

Technology Process of 2-(Thiophen-2-yl)imidazo[1,2-a]pyridine

There total 23 articles about 2-(Thiophen-2-yl)imidazo[1,2-a]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: 86.0%

2-aminopyridine (504-29-0) + 2-Acetylthiophene (88-15-3,97511-16-5) → 2-(thiophen-2-yl)imidazo[1,2-a]pyridine (4045-03-8)

Guidance literature:

In ethanol; at 70 ℃; for 24h;

DOI:10.1039/c4ra03299c

Reference yield: 82.0%

pyridine (110-86-1) + 1‐(thiophen‐2‐yl)ethanone oxime acetate (298229-64-8) → 2-(thiophen-2-yl)imidazo[1,2-a]pyridine (4045-03-8)

Guidance literature:

With copper(l) iodide; lithium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 2h;

DOI:10.1021/ol403105p

Reference yield: 82.0%

2-aminopyridine (504-29-0) + 2-tosyloxy-1-(2-thiophenyl)ethanone (81447-27-0) → 2-(thiophen-2-yl)imidazo[1,2-a]pyridine (4045-03-8)

Guidance literature:

With sodium carbonate; In [emim]OTs; at 20 ℃; for 0.5h;

DOI:10.1002/jccs.201000024

upstream raw materials:

2-aminopyridine

2-chloro-1-(thiophen-2-yl)ethanone

5-(3-bromo-imidazo[1,2-a]pyridin-2-yl)-thiophene-2-carboxylic acid

2-Bromoacetylthiophene

Downstream raw materials:

3-(phenylthio)-2-(thiophen-2-yl)imidazo[1,2-a]pyridine

Refernces

• 1、 Yuan, Yong,Zhou, Zhilin,Zhang, Lin,Li, Liang-Sen,Lei, Aiwen. "Electrochemical Oxidative C3 Acyloxylation of Imidazo[1,2- a]pyridines with Hydrogen Evolution". supporting information. p. 5932 - 5936. Retrieved 2021/08/16.
• 2、 Singh, Deepak,Chowdhury, Soumyadeep Roy,Pramanik, Shyamal,Maity, Soumitra. "Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines". . . Retrieved 2021/04/22.