6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde

Base Information

• Chemical Name: 6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde
• CAS No.: 82588-43-0
• Molecular Formula: C18H12N2OS
• Molecular Weight: 304.3657
• NSC Number: 332729
• DSSTox Substance ID: DTXSID80318574
• Wikidata: Q82074390

Synonyms:82588-43-0;6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde;6-(4-phenylphenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde;6-([1,1'-Biphenyl]-4-yl)imidazo[2,1-b]thiazole-5-carbaldehyde;NSC332729;DTXSID80318574;NSC 332729;NSC-332729;6,7-DIMETHOXY-3,4,5-TRIHYDROXYFLAVONE;6-(biphenyl-4-yl)imidazo[2,1-b]thiazole-5-carbaldehyde

Chemical Property of 6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.29g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 304.06703418
• Heavy Atom Count: 22
• Complexity: 391

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C3=C(N4C=CSC4=N3)C=O

Technology Process of 6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde

There total 2 articles about 6-Biphenyl-4-yl-imidazo[2,1-b]thiazole-5-carbaldehyde 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:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 6-biphenyl-4-yl-imidazo[2,1-b]thiazole (7025-31-2) → 6-([1,1'-biphenyl]-4-yl)imidazo[2,1-b]thiazole-5-carbaldehyde (82588-43-0)

Guidance literature:

With pyridine; trichlorophosphate; Yield given; 1.) CHCl₃, 2.) CHCl₃, room temp., 3 h; reflux, 5 h;

DOI:10.1002/ardp.19823150511

Reference yield:

2-Bromo-4'-phenylacetophenone (135-73-9) → 6-([1,1'-biphenyl]-4-yl)imidazo[2,1-b]thiazole-5-carbaldehyde (82588-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 16 h / Reflux

2.1: trichlorophosphate / chloroform / 0 °C

2.2: 6 h / 0 °C / Reflux

With trichlorophosphate; In ethanol; chloroform; 2.1: |Vilsmeier-Haack Formylation / 2.2: |Vilsmeier-Haack Formylation;

DOI:10.1021/acsmedchemlett.9b00079

Reference yield: 87.0%

4-methyl-1,2-diaminobenzene (496-72-0) + 6-([1,1'-biphenyl]-4-yl)imidazo[2,1-b]thiazole-5-carbaldehyde (82588-43-0) → 6-([1,1’-biphenyl]-4-yl)-5-(5-methyl-1H-benzo[d]imidazol-2-yl)imidazo[2,1-b]thiazole

Guidance literature:

With rose bengal; In acetonitrile; at 20 ℃; for 2.5h; Photolysis;

DOI:10.1021/acscombsci.6b00107

upstream raw materials:

N,N-dimethyl-formamide

6-biphenyl-4-yl-imidazo[2,1-b]thiazole

2-Bromo-4'-phenylacetophenone

Downstream raw materials:

5-Hydroxymethyl-6-p-biphenylimidazo<2,1-b>thiazole

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