Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl-

Base Information

• Chemical Name: Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl-
• CAS No.: 83796-52-5
• Molecular Formula: C17H11N3O2S
• Molecular Weight: 321.3531
• DSSTox Substance ID: DTXSID70232659
• Wikidata: Q83113728

Synonyms:2-(1,3-Benzodioxol-5-yl)-6-phenylimidazo(2,1-b)-1,3,4-thiadiazole;Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl-;83796-52-5;C17H11N3O2S;DTXSID70232659;2-(1,3-benzodioxol-5-yl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazole;LS-80570

Chemical Property of Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.52g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 321.05719778
• Heavy Atom Count: 23
• Complexity: 434

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C3=NN4C=C(N=C4S3)C5=CC=CC=C5

Technology Process of Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl-

There total 2 articles about Imidazo(2,1-b)-1,3,4-thiadiazole, 2-(1,3-benzodioxol-5-yl)-6-phenyl- 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: 75.0%

2-amino-5-(3,4-methylenedioxyphenyl)-1,3,4-thiadiazole (28004-60-6) + α-bromoacetophenone (70-11-1) → 2-(3,4-dioxymethylenephenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83796-52-5)

Guidance literature:

In ethanol; N,N-dimethyl-formamide; for 3h; Heating;

Reference yield:

C9H9N3O3S (52190-69-9) → 2-(3,4-dioxymethylenephenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83796-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / methanesulfonic acid / toluene / 3 h / Heating

2: 75 percent / dimethylformamide; ethanol / 3 h / Heating

With methanesulfonic acid; In ethanol; N,N-dimethyl-formamide; toluene;

Reference yield: 65.0%

2-(3,4-dioxymethylenephenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83796-52-5) → 2-Benzo[1,3]dioxol-5-yl-5-bromo-6-phenyl-imidazo[2,1-b][1,3,4]thiadiazole (91918-80-8)

Guidance literature:

With bromine; In acetic acid; for 0.5h; Ambient temperature;

upstream raw materials:

2-amino-5-(3,4-methylenedioxyphenyl)-1,3,4-thiadiazole

α-bromoacetophenone

C₉H₉N₃O₃S

Downstream raw materials:

2-Benzo[1,3]dioxol-5-yl-5-bromo-6-phenyl-imidazo[2,1-b][1,3,4]thiadiazole

N-((2-(benzo[d][1,3]dioxol-5-yl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)aniline

N-((2-(benzo[d][1,3]dioxol-5-yl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)-4-bromoaniline

N-((2-(benzo[d][1,3]dioxol-5-yl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)-4-methoxyaniline

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