5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

Base Information

• Chemical Name: 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one
• CAS No.: 906462-82-6
• Molecular Formula: C₁₉H₁₃Cl₃N₄OS
• Molecular Weight: 451.763
• Mol file: 906462-82-6.mol

Synonyms:5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

Chemical Property of 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

There total 10 articles about 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-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: 78.0%

5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one (906462-81-5) → 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one (906462-82-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 100 ℃;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

3-(2-chloro-phenyl)-2-methyl-3-oxo-propionic acid ethyl ester (906462-76-8) → 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one (906462-82-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / thiourea; NaOEt / ethanol / 2 h / 85 °C

2: 95 percent / aq. KOH

3: 85 percent / POCl₃ / 120 °C

4: 95 percent / NBS; Bz₂O₂ / CCl₄ / 95 °C

5: 70 percent / CH₂Cl₂ / 20 °C

6: 85 percent / K₂CO₃; CuI; pyridine / 0.5 h / 150 °C

7: 78 percent / TFA / CH₂Cl₂ / 100 °C

With pyridine; potassium hydroxide; N-Bromosuccinimide; copper(l) iodide; sodium ethanolate; potassium carbonate; thiourea; trifluoroacetic acid; trichlorophosphate; dibenzoyl peroxide; In tetrachloromethane; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

4-chloro-6-(2-chloro-phenyl)-5-methyl-2-methylsulfanyl-pyrimidine (906462-78-0) → 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one (906462-82-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / NBS; Bz₂O₂ / CCl₄ / 95 °C

2: 70 percent / CH₂Cl₂ / 20 °C

3: 85 percent / K₂CO₃; CuI; pyridine / 0.5 h / 150 °C

4: 78 percent / TFA / CH₂Cl₂ / 100 °C

With pyridine; N-Bromosuccinimide; copper(l) iodide; potassium carbonate; trifluoroacetic acid; dibenzoyl peroxide; In tetrachloromethane; dichloromethane;

DOI:10.1016/j.bmcl.2006.05.045

upstream raw materials:

5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-7-methylsulfanyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

3-(2-chloro-phenyl)-2-methyl-3-oxo-propionic acid ethyl ester

4-chloro-6-(2-chloro-phenyl)-5-methyl-2-methylsulfanyl-pyrimidine

6-(2-chloro-phenyl)-5-methyl-2-methylsulfanyl-pyrimidin-4-ol

Downstream raw materials:

5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-methanesulfonyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one