2-thiophen-2-yl-1H-imidazole

Base Information

• Chemical Name: 2-thiophen-2-yl-1H-imidazole
• CAS No.: 136103-77-0
• Molecular Formula: C₇H₆N₂S
• Molecular Weight: 150.204
• Hs Code.: 2934999090
• European Community (EC) Number: 867-903-7
• DSSTox Substance ID: DTXSID60401615
• Nikkaji Number: J2.406.963J
• Wikidata: Q82204816
• Mol file: 136103-77-0.mol

Synonyms:2-thiophen-2-yl-1H-imidazole;136103-77-0;2-(thiophen-2-yl)-1H-imidazole;2-(thiophen-2-yl)imidazole;2-(2-thienyl)-1H-imidazole;JG4;2-thiophenyl-imidazole;2-(thienyl-2)imidazole;SCHEMBL11655;DTXSID60401615;UZLSJAUHCCPJMC-UHFFFAOYSA-N;AMY32847;MFCD02677596;AKOS010146675;MB02450;AS-38557;FT-0725765;EN300-51092;A807028;J-006809;F2198-0039

Chemical Property of 2-thiophen-2-yl-1H-imidazole

Chemical Property:

• Vapor Pressure: 3.71E-05mmHg at 25°C
• Melting Point: 196-197 °C
• Boiling Point: 363.7oC at 760 mmHg
• PKA: 13.08±0.10(Predicted)
• Flash Point: 180.6oC
• PSA: 56.92000
• Density: 1.297g/cm3
• LogP: 2.13820
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.02516937
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

98%min ^*data from raw suppliers

2-Thiophen-2-yl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=NC=CN2

Technology Process of 2-thiophen-2-yl-1H-imidazole

There total 6 articles about 2-thiophen-2-yl-1H-imidazole 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: 70.0%

2-(thiophen-2-yl)-4,5-dihydro-1H-imidazole (45753-18-2) → 2-(thiophen-2-yl)imidazole (136103-77-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 24h;

DOI:10.1055/s-2005-923604

Reference yield: 69.0%

thiophene-2-carbaldehyde (98-03-3) + Glyoxal (131543-46-9,107-22-2) → 2-(thiophen-2-yl)imidazole (136103-77-0)

Guidance literature:

With ammonium acetate; lipase; In water; at 45 ℃; for 4h; Enzymatic reaction;

DOI:10.1080/10286020.2020.1760852

Reference yield:

2-thiophenylcarboxylic acid (527-72-0) → 2-(thiophen-2-yl)imidazole (136103-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / p-toluenesulfonic acid / ethane-1,2-diol; H₂O / 8 h / Heating

2: 37 percent / 2percent Pd/C / diphenyl ether / 2 h / Heating

With toluene-4-sulfonic acid; palladium on activated charcoal; In diphenylether; water; ethylene glycol;

DOI:10.1007/BF00486814

upstream raw materials:

2-(thiophen-2-yl)-4,5-dihydro-1H-imidazole

N-(2,2-Dimethoxy-ethyl)-thiophene-2-carboxamidine

thiophene-2-carbaldehyde

2-thiophenylcarboxylic acid

Downstream raw materials:

1-methyl-2-(5-benzothienyl-2)imidazole

Refernces

• 1、 Aleksandrov,El'Chaninov. "A convenient procedure for preparing hetarylamides and their analogs by dehydrogenation of the corresponding imidazoles". experimental part. p. 1024 - 1026. Retrieved 2011/01/05.
• 2、 Haneda, Satoshi,Okui, Ayaka,Ueba, Chigusa,Hayashi, Masahiko. "An efficient synthesis of 2-arylimidazoles by oxidation of 2-arylimidazolines using activated carbon-O2 system and its application to palladium-catalyzed Mizoroki-Heck reaction". . p. 2414 - 2417. Retrieved 2007/10/03.