6-(4-Methylphenyl)imidazo[2,1-b][1,3]thiazole

Base Information

• Chemical Name: 6-(4-Methylphenyl)imidazo[2,1-b][1,3]thiazole
• CAS No.: 7008-64-2
• Molecular Formula: C12H10 N2 S
• Molecular Weight: 214.291
• NSC Number: 332724
• DSSTox Substance ID: DTXSID00318571
• Nikkaji Number: J3.626.869G
• Wikidata: Q82074384
• ChEMBL ID: CHEMBL198989
• Mol file: 7008-64-2.mol

Synonyms:6-(4-methylphenyl)imidazo[2,1-b][1,3]thiazole;7008-64-2;Imidazo[2,1-b]thiazole, 6-(4-methylphenyl)-;NSC 332724;NSC332724;CHEMBL198989;SCHEMBL12692485;DTXSID00318571;HMS1748B13;6-(p-tolyl)imidazo[2,1-b]thiazole;STL308339;AKOS001076317;NSC-332724;6-(4-Methylphenyl)imidazo[2,1-b]thiazole;J3.626.869G;AG-690/03054026;Z85921978

Chemical Property of 6-(4-Methylphenyl)imidazo[2,1-b][1,3]thiazole

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.26g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 214.05646950
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CN3C=CSC3=N2

Technology Process of 6-(4-Methylphenyl)imidazo[2,1-b][1,3]thiazole

There total 9 articles about 6-(4-Methylphenyl)imidazo[2,1-b][1,3]thiazole 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: 80.0%

3H-thiazol-2-one (6039-97-0) + para-methylacetophenone (122-00-9) → 6-(4-tolyl)imidazo<2,1-b>thiazole (7008-64-2)

Guidance literature:

With O-tosylhydroxylamine; copper(II) bis(trifluoromethanesulfonate); 1-butyl-3-methylimidazolium Tetrafluoroborate; at 110 ℃; for 0.166667h; Microwave irradiation; Green chemistry;

DOI:10.1039/c5ra09025c

Reference yield: 75.0%

2-thiazolylamine (96-50-4) + 4‐methylacetophenone oxime acetate (96475-75-1) → 6-(4-tolyl)imidazo<2,1-b>thiazole (7008-64-2)

Guidance literature:

With copper dichloride; In 1,2-dichloro-ethane; at 90 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152147

Reference yield: 52.0%

2-thiazolylamine (96-50-4) + 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone (98475-04-8) → 6-(4-tolyl)imidazo<2,1-b>thiazole (7008-64-2)

Guidance literature:

In ethanol; Heating;

DOI:10.1080/00397910500464863

upstream raw materials:

2-thiazolylamine

4-(bromoacetyl)toluene

1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone

para-methylacetophenone

Downstream raw materials:

3-(6-p-tolylimidazo[2,1-b]thiazol-5-yl)quinoxalin-2(1H)-one

6,7-dimethyl-3-(6-p-tolylimidazo[2,1-b]thiazol-5-yl)quinoxalin-2(1H)-one

ethyl 2-oxo-2-(6-p-tolylimidazo[2,1-b]thiazol-5-yl)acetate

2-chloro-1-(6-p-tolylimidazo[2,1-b]thiazol-5-yl)ethanone

Refernces

• 1、 Liang, Dongdong,Li, Linhao,Lynch, Caitlin,Diethelm-Varela, Benjamin,Xia, Menghang,Xue, Fengtian,Wang, Hongbing. "DL5050, a Selective Agonist for the Human Constitutive Androstane Receptor". supporting information. p. 1039 - 1044. Retrieved 2019/07/03.
• 2、 Semwal, Rashmi,Ravi, Chitrakar,Kumar, Rahul,Meena, Ramavatar,Adimurthy, Subbarayappa. "Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles". . p. 792 - 805. Retrieved 2019/01/24.