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

Base Information

• Chemical Name: 6-(4-Bromophenyl)imidazo[2,1-b]thiazole
• CAS No.: 7120-13-0
• Molecular Formula: C11H7BrN2S
• Molecular Weight: 279.16
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID90349879
• Nikkaji Number: J2.318.342K
• Wikidata: Q82125414
• Mol file: 7120-13-0.mol

Synonyms:6-(4-Bromophenyl)imidazo[2,1-b]thiazole;7120-13-0;6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazole;6-(4-Bromo-phenyl)-imidazo[2,1-b]thiazole;6-(4-bromophenyl)-imidazo[2,1-b]thiazole;Bionet2_001196;SCHEMBL969616;DTXSID90349879;HMS1367G08;MFCD00269210;STK830481;AKOS001025755;CCG-103829;CS-0455134;FT-0740886;3T-0252;6-(4-Bromophenyl)imidazo[2,1-b]thiazole, AldrichCPR;Z56756034

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

Chemical Property:

• Refractive Index: 1.75
• PSA: 45.54000
• Density: 1.67 g/cm³
• LogP: 3.82530
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 277.95133
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

6-(4-Bromophenyl)imidazo[2,1-b]thiazole Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN3C=CSC3=N2)Br

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

There total 6 articles about 6-(4-Bromophenyl)imidazo[2,1-b]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: 81.0%

2-thiazolylamine (96-50-4) + para-bromophenacyl bromide (99-73-0,132309-76-3) → 6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazole (7120-13-0)

Guidance literature:

2-thiazolylamine; para-bromophenacyl bromide; In chloroform; for 2h; Reflux;

With hydrogenchloride; In ethanol; water; for 2h; Reflux;

DOI:10.3390/molecules191016543

Reference yield: 53.0%

2-thiazolylamine (96-50-4) + α-tosyloxy-4-bromoacetophenone (98475-05-9) → 6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazole (7120-13-0)

Guidance literature:

In ethanol; Heating;

DOI:10.1080/00397910500464863

Reference yield:

2-amino-3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-thiazolium; bromide (119658-48-9) → 6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazole (7120-13-0)

Guidance literature:

With sodium acetate;

upstream raw materials:

2-thiazolylamine

para-bromophenacyl bromide

2-amino-3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-thiazolium; bromide

α-tosyloxy-4-bromoacetophenone

Downstream raw materials:

1-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-2-chloroethanone

4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(4-chlorophenyl)thiazol-2-amine

4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(3,5-dichlorophenyl)thiazol-2-amine

4-(6-(4-bromophenyl)imidazo[2,1-b]thiazol-5-yl)-N-phenylthiazol-2-amine

Refernces

• 1、 Liang, Dongdong,Li, Linhao,Lynch, Caitlin,Mackowiak, Bryan,Hedrich, William D.,Ai, Yong,Yin, Yue,Heyward, Scott,Xia, Menghang,Wang, Hongbing,Xue, Fengtian. "Human constitutive androstane receptor agonist DL5016: A novel sensitizer for cyclophosphamide-based chemotherapies". . p. 84 - 99. Retrieved 2019/06/27.
• 2、 Kamila, Sukanta,Mendoza, Kimberly,Biehl, Edward R.. "Microwave-assisted Hantzsch thiazole synthesis of N-phenyl-4-(6- phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas". . p. 4921 - 4924,4. Retrieved 2020/07/30.