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

Base Information

• Chemical Name: Imidazo(2,1-b)-1,3,4-thiadiazole, 6-phenyl-2-(3,4,5-trimethoxyphenyl)-
• CAS No.: 83805-45-2
• Molecular Formula: C19H17N3O3S
• Molecular Weight: 367.4216
• DSSTox Substance ID: DTXSID00232687
• Wikidata: Q83113770
• Mol file: 83805-45-2.mol

Synonyms:Imidazo(2,1-b)-1,3,4-thiadiazole, 6-phenyl-2-(3,4,5-trimethoxyphenyl)-;83805-45-2;6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole;6-Phenyl-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole;C19H17N3O3S;DTXSID00232687;FJKQSGSTGKTSGM-UHFFFAOYSA-N;HMS1664L19;CCG-239459;LS-80591;AO-476/43362705;SR-01000003694;SR-01000003694-1

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

Chemical Property:

• PSA: 86.12000
• Density: 1.33g/cm³
• LogP: 4.15060
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 367.09906259
• Heavy Atom Count: 26
• Complexity: 451

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2=NN3C=C(N=C3S2)C4=CC=CC=C4

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

There total 3 articles about Imidazo(2,1-b)-1,3,4-thiadiazole, 6-phenyl-2-(3,4,5-trimethoxyphenyl)- 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-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3) + α-bromoacetophenone (70-11-1) → 2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83805-45-2)

Guidance literature:

In ethanol; N,N-dimethyl-formamide; Reflux;

DOI:10.1002/cmdc.201400069

Reference yield:

1-(3,4,5-trimethoxybenzoyl)thiosemicarbazide (7658-75-5) → 2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83805-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 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:

Eudesmic acid (118-41-2) → 2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83805-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / water / 4.5 h / 75 - 110 °C

2: N,N-dimethyl-formamide; ethanol / Reflux

With trichlorophosphate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201400069

upstream raw materials:

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

α-bromoacetophenone

1-(3,4,5-trimethoxybenzoyl)thiosemicarbazide

Eudesmic acid

Downstream raw materials:

(E)-3-((6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)indolin-2-one

5-Bromo-6-phenyl-2-(3,4,5-trimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole

6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-6-carbaldehyde

6-Phenyl-5-thiocyanato-2-(3,4,5-trimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole