2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde

Base Information

• Chemical Name: 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde
• CAS No.: 80774-13-6
• Molecular Formula: C₁₂H₉N₃OS
• Molecular Weight: 243.289
• Mol file: 80774-13-6.mol

Synonyms:2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde

Chemical Property of 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde

There total 4 articles about 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde 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-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole (57772-03-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde (80774-13-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; In chloroform; at 0 - 58 ℃;

2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole; In chloroform; Cooling; Reflux;

DOI:10.1039/c4md00219a

Reference yield:

2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole (57772-03-9) → 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde (80774-13-6)

Guidance literature:

With sodium hydroxide; trichlorophosphate; In N-methyl-acetamide;

Reference yield:

α-bromoacetophenone (70-11-1) → 2-methyl-6-phenylimidazo<2,1-b>-1,3,4-thiadiazole-5-carboxaldehyde (80774-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetone / 65 °C / Inert atmosphere

2.1: hydrogenchloride / water / 1 h / Reflux

3.1: trichlorophosphate / chloroform / 0 - 58 °C

3.2: Cooling; Reflux

With hydrogenchloride; trichlorophosphate; In chloroform; water; acetone; 3.1: |Vilsmeier Reaction / 3.2: |Vilsmeier Reaction;

DOI:10.1039/c4md00219a

upstream raw materials:

2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole

N,N-dimethyl-formamide

α-bromoacetophenone

5-methyl-3-(2-oxo-2-phenylethyl)-1,3,4-thiadiazol-2(3H)-iminium bromide

Downstream raw materials:

N-[β-(2-Methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazol-5-yl)]-propenoylpyrrolidine

Refernces

• 1、 -. "New imidazoazole-alkenoic acid amide compounds, intermediate products for their production, their production, and their medicinal use". . . Retrieved 2008/06/13.