2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile

Base Information

• Chemical Name: 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile
• CAS No.: 1358654-01-9
• Molecular Formula: C₂₂H₁₃N₇S
• Molecular Weight: 407.458

Synonyms:2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile

Chemical Property of 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile

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Technology Process of 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile

There total 3 articles about 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile 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: 83.0%

4-(benzo[c][1,2,5]thiadiazol-4-ylethynyl)-N,N-dimethylaniline (1242469-75-5) + ethenetetracarbonitrile (670-54-2) → 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile (1358654-01-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201101009

Reference yield:

4-Bromo-benzo[1,2,5]thiadiazole (22034-13-5) → 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile (1358654-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 10 h / Inert atmosphere; Reflux

2: dichloromethane / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;

DOI:10.1002/ejoc.201101009

Reference yield:

4-ethynyl-N,N-dimethylaniline (17573-94-3,752235-18-0) → 2-(benzo[c][1,2,5]thiadiazol-4-yl)-3-[4-(dimethylamino)phenyl]buta-1,3-diene-1,1,4,4-tetracarbonitrile (1358654-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 10 h / Inert atmosphere; Reflux

2: dichloromethane / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;

DOI:10.1002/ejoc.201101009

upstream raw materials:

4-(benzo[c][1,2,5]thiadiazol-4-ylethynyl)-N,N-dimethylaniline

ethenetetracarbonitrile

4-Bromo-benzo[1,2,5]thiadiazole

4-ethynyl-N,N-dimethylaniline

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