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

Base Information

• Chemical Name: Imidazo(2,1-b)-1,3,4-thiadiazole-5-carboxaldehyde, 6-phenyl-2-(3,4,5-trimethoxyphenyl)-
• CAS No.: 91918-78-4
• Molecular Formula: C₂₀H₁₇N₃O₄S
• Molecular Weight: 395.439
• DSSTox Substance ID: DTXSID80238783
• Wikidata: Q83121101
• Mol file: 91918-78-4.mol

Synonyms:6-Phenyl-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole-5-carboxaldehyde;Imidazo(2,1-b)-1,3,4-thiadiazole-5-carboxaldehyde, 6-phenyl-2-(3,4,5-trimethoxyphenyl)-;91918-78-4;DTXSID80238783;LS-80575

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

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.36g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 395.09397721
• Heavy Atom Count: 28
• Complexity: 522

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)C=O

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

There total 4 articles about Imidazo(2,1-b)-1,3,4-thiadiazole-5-carboxaldehyde, 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: 76.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole (83805-45-2) → 6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-6-carbaldehyde (91918-78-4)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; In chloroform; at 0 - 5 ℃;

2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole; In chloroform; Cooling; Reflux;

DOI:10.1002/cmdc.201400069

Reference yield:

2-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3) → 6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-6-carbaldehyde (91918-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / dimethylformamide; ethanol / 3 h / Heating

2: 35 percent / POCl₃ / CHCl₃ / 2 h / Heating

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

Reference yield:

α-bromoacetophenone (70-11-1) → 6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-6-carbaldehyde (91918-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / dimethylformamide; ethanol / 3 h / Heating

2: 35 percent / POCl₃ / CHCl₃ / 2 h / Heating

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

upstream raw materials:

N,N-dimethyl-formamide

2-(3,4,5-trimethoxyphenyl)-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole

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

α-bromoacetophenone

Downstream raw materials:

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

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

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

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