6-(4-Methylphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole

Base Information

• Chemical Name: 6-(4-Methylphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole
• CAS No.: 91918-59-1
• Molecular Formula: C₂₀H₁₉N₃O₃S
• Molecular Weight: 381.455
• DSSTox Substance ID: DTXSID80919449
• Wikidata: Q82891962
• Mol file: 91918-59-1.mol

Synonyms:6-(4-Methylphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole;Imidazo(2,1-b)-1,3,4-thiadiazole, 6-(4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)-;91918-59-1;DTXSID80919449;6-(4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole;LS-80587

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

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.31g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 381.11471265
• Heavy Atom Count: 27
• Complexity: 477

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CN3C(=N2)SC(=N3)C4=CC(=C(C(=C4)OC)OC)OC

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

There total 2 articles about 6-(4-Methylphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo(2,1-b)-1,3,4-thiadiazole 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: 80.0%

2-(3,4,5-trimethoxyphenyl)-5-amino-1,3,4-thiadiazole (28004-59-3) + 4-(bromoacetyl)toluene (619-41-0) → 6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole (91918-59-1)

Guidance literature:

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

DOI:10.1002/cmdc.201400069

Reference yield:

Eudesmic acid (118-41-2) → 6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole (91918-59-1)

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

Reference yield: 55.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole (91918-59-1) → 6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-6-carbaldehyde (1356166-70-5)

Guidance literature:

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

6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole; In chloroform; Cooling; Reflux;

DOI:10.1002/cmdc.201400069

upstream raw materials:

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

4-(bromoacetyl)toluene

Eudesmic acid

Downstream raw materials:

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

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

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

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