6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

Base Information

• Chemical Name: 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one
• CAS No.: 185039-76-3
• Molecular Formula: C₁₆H₁₃Cl₂N₃OS
• Molecular Weight: 366.271
• Mol file: 185039-76-3.mol

Synonyms:6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

Chemical Property of 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

There total 8 articles about 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one 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: 60.0%

ethyl 2-(2,6-dichlorophenyl)acetate (90793-64-9) + 4-ethylamino-2-methylthiopyrimidine-5-carboxaldehyde (185040-35-1) → 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (185039-76-3)

Guidance literature:

With aluminum oxide; potassium fluoride; In N,N-dimethyl acetamide; at 20 ℃;

DOI:10.1016/j.tetlet.2006.02.155

Reference yield:

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester (5909-24-0) → 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (185039-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile

1.2: LiAlH₄ / tetrahydrofuran / 0 °C

1.3: MnO₂ / CH₂Cl₂

2.1: 60 percent / KF/Al₂O₃ / N,N-dimethyl-acetamide / 20 °C

With aluminum oxide; potassium fluoride; In N,N-dimethyl acetamide; acetonitrile;

DOI:10.1016/j.tetlet.2006.02.155

Reference yield:

(4-ethylamino-2-methanesulfanyl-pyrimidin-5-yl)-methanol (185040-34-0) → 6-(2,6-dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (185039-76-3)

Guidance literature:

Multi-step reaction with 4 steps

1: MnO₂ / CHCl₃ / 6 h / Ambient temperature

2: K₂CO₃ / dimethylformamide / 18 h / 100 - 105 °C

3: 0.08 h / Heating

4: 6N aq. HCl / Heating

With hydrogenchloride; manganese(IV) oxide; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm9802259

upstream raw materials:

N-[6-(2,6-Dichloro-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-(7Z)-ylidene]-acetamide

ethyl 2-(2,6-dichlorophenyl)acetate

4-ethylamino-2-methylthiopyrimidine-5-carboxaldehyde

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

Downstream raw materials:

6-(2,6-dichlorophenyl)-8-ethyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one