5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile

Base Information

• Chemical Name: 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile
• CAS No.: 1323859-47-7
• Molecular Formula: C₂₂H₁₅N₅S
• Molecular Weight: 381.461
• Mol file: 1323859-47-7.mol

Synonyms:5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile

Chemical Property of 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile

There total 3 articles about 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile 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: 71.0%

2-(1,3-diphenyl-4-bromopyrazol-5-yl)-3-(methylthio)-3-(1-N-methylimidazol-2-yl)-2-propenenitrile (1323859-17-1) → 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile (1323859-47-7)

Guidance literature:

With tri-n-butylstannyl chloride; 2,2'-azobis(isobutyronitrile); sodium cyanoborohydride; In tert-butyl alcohol; at 90 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201100516

Reference yield:

2-(4-bromo-1,3-diphenyl-1H-pyrazol-5-yl)acetonitrile (1215114-73-0) + 1-Methyl-1H-imidazole-2-carbodithioic acid methyl ester → 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile (1323859-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: tri-n-butylstannyl chloride; 2,2'-azobis(isobutyronitrile); sodium cyanoborohydride / tert-butyl alcohol / 5 h / 90 °C / Inert atmosphere

With tri-n-butylstannyl chloride; 2,2'-azobis(isobutyronitrile); sodium hydride; sodium cyanoborohydride; In tert-butyl alcohol;

DOI:10.1002/ejoc.201100516

Reference yield:

C22H15BrN5S(1-)*Na(1+) → 5-(1-methyl-1H-imidazol-2-yl)-1,3-diphenyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile (1323859-47-7)

Guidance literature:

With copper(l) iodide; L-proline; at 90 ℃;

DOI:10.1021/acs.joc.5b00032

upstream raw materials:

2-(4-bromo-1,3-diphenyl-1H-pyrazol-5-yl)acetonitrile

2-(1,3-diphenyl-4-bromopyrazol-5-yl)-3-(methylthio)-3-(1-N-methylimidazol-2-yl)-2-propenenitrile