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

Base Information

• Chemical Name: 6-(4-Chlorophenyl)imidazo[2,1-b][1,3]thiazole
• CAS No.: 7025-30-1
• Molecular Formula: C11H7ClN2S
• Molecular Weight: 234.709
• DSSTox Substance ID: DTXSID301274908
• Mol file: 7025-30-1.mol

Synonyms:6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole;7025-30-1;6-(4-chlorophenyl)imidazo[2,1-b]thiazole;6-[4-Chlorophenyl]imidazo[2,1-b][1,3]thiazole;Bionet2_000092;Cambridge id 5121613;SCHEMBL1692138;DTXSID301274908;HMS1364E04;AKOS001325985;3E-306S;CS-0268180;imidazo[2,1-b]thiazole,6-(4-chlorophenyl)-;AB00074178-01;AG-996/30947006;Z234853592

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

Chemical Property:

• PSA: 45.54000
• LogP: 3.71620
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.0018471
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

95% ^*data from raw suppliers

6-(4-CHLOROPHENYL)IMIDAZO(2,1-B)(1,3)THIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN3C=CSC3=N2)Cl
• Uses: 6-(4-Chlorophenyl)imidazo[2,1-b]thiazole is an intermediate in the synthesis of CITCO (C433048) which is a cell-permeable imidazothiazole compound that acts a CAR agonist.

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

There total 7 articles about 6-(4-Chlorophenyl)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: 86.0%

2-thiazolylamine (96-50-4) + 4-chlorobenzoylmethyl bromide (536-38-9) → 6-(4'-chlorophenyl)imidazo<2,1-b>thiazole (7025-30-1)

Guidance literature:

2-thiazolylamine; 4-chlorobenzoylmethyl bromide; In acetone; Reflux;

With hydrogenchloride; In water; Reflux;

DOI:10.1039/d0md00188k

Reference yield: 58.0%

2-thiazolylamine (96-50-4) + 1-(4-chlorophenyl)-2-(p-tolylsulfonyloxy)ethanone (25917-49-1) → 6-(4'-chlorophenyl)imidazo<2,1-b>thiazole (7025-30-1)

Guidance literature:

In ethanol; Heating;

DOI:10.1080/00397910500464863

Reference yield:

2-amino-3-[2-(4-chloro-phenyl)-2-oxo-ethyl]-thiazolium; bromide → 6-(4'-chlorophenyl)imidazo<2,1-b>thiazole (7025-30-1)

Guidance literature:

With sodium acetate;

upstream raw materials:

2-thiazolylamine

4-chlorobenzoylmethyl bromide

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

para-chloroacetophenone

Downstream raw materials:

(E)-6-(4-chlorophenyl)imidazo[2,1-b]thiazole-5-carbaldehyde oxime

(E)-6-(4-chlorophenyl)imidazo[2,1-b]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl) oxime