[3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester

Base Information

• Chemical Name: [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester
• CAS No.: 111123-14-9
• Molecular Formula: C₂₀H₂₀N₂O₃S
• Molecular Weight: 368.456

Synonyms:[3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester

Chemical Property of [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester

Chemical Property:

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Technology Process of [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester

There total 3 articles about [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester 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-(6-Methyl-4-methylsulfanyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone (90097-27-1) → [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester (111123-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / acetonitrile / 1 h / 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:

1-(4-Benzylsulfanyl-6-methyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone (111123-21-8) → [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester (111123-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / acetonitrile / 0.17 h / Heating

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

With sodium hydride; In acetonitrile;

DOI:10.1055/s-1987-27927

Reference yield:

3-Acetyl-6-methyl-2,4-bis-methylsulfanyl-1-phenyl-pyridinium; iodide (111149-12-3) + ethyl 2-cyanoacetate (105-56-6) → [3-Acetyl-6-methyl-2-methylsulfanyl-1-phenyl-1H-pyridin-(4E)-ylidene]-cyano-acetic acid ethyl ester (111123-14-9)

Guidance literature:

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

DOI:10.1055/s-1987-27927

upstream raw materials:

3-Acetyl-6-methyl-2,4-bis-methylsulfanyl-1-phenyl-pyridinium; iodide

ethyl 2-cyanoacetate

1-(6-Methyl-4-methylsulfanyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone

1-(4-Benzylsulfanyl-6-methyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone

Downstream raw materials:

5-Ethoxycarbonyl-3,8-dimethyl-6-hydroxy-2-phenyl-2,7-naphthyridin-1(2H)-one

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