2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile

Base Information

• Chemical Name: 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile
• CAS No.: 111123-15-0
• Molecular Formula: C₁₉H₁₇N₃O₂S
• Molecular Weight: 351.429

Synonyms:2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile

Chemical Property of 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile

Chemical Property:

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Technology Process of 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile

There total 2 articles about 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile 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:

1-[4-Methoxy-1-(4-methoxy-phenyl)-6-methyl-2-thioxo-1,2-dihydro-pyridin-3-yl]-ethanone (90097-24-8) → 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile (111123-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / Heating

2: 1.) NaH / 1.) THF, room temp., 15 min., 2.) 1 h

With sodium hydride; In acetonitrile;

DOI:10.1055/s-1987-27927

Reference yield:

3-Acetyl-4-methoxy-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-pyridinium; iodide + malononitrile (109-77-3) → 2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile (111123-15-0)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, room temp., 15 min., 2.) 1 h;

DOI:10.1055/s-1987-27927

Reference yield: 78.0%

2-[3-Acetyl-1-(4-methoxy-phenyl)-6-methyl-2-methylsulfanyl-1H-pyridin-4-ylidene]-malononitrile (111123-15-0) → 3-Hydroxy-7-(4-methoxy-phenyl)-1,6-dimethyl-8-oxo-7,8-dihydro-[2,7]naphthyridine-4-carbonitrile (111123-20-7)

Guidance literature:

With phosphoric acid; at 130 ℃; for 0.666667h;

DOI:10.1055/s-1987-27927

upstream raw materials:

malononitrile

1-[4-Methoxy-1-(4-methoxy-phenyl)-6-methyl-2-thioxo-1,2-dihydro-pyridin-3-yl]-ethanone

Downstream raw materials:

3-Hydroxy-7-(4-methoxy-phenyl)-1,6-dimethyl-8-oxo-7,8-dihydro-[2,7]naphthyridine-4-carbonitrile

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