Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate

Base Information

• Chemical Name: Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate
• CAS No.: 136192-69-3
• Molecular Formula: C₁₆H₁₆N₂O₅S
• Molecular Weight: 348.379
• Mol file: 136192-69-3.mol

Synonyms:Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate

Chemical Property of Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate

There total 11 articles about Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate 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: 89.0%

dimethyl sulfate (77-78-1) + 7-[(4,6-dimethoxypyrimidin-2-yl)sulfanyl]-3-hydroxy-3-methylphthalide (304855-68-3) → Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate (136192-69-3)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

DOI:10.1002/ps.304

Reference yield: 32.0%

2-Acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoic acid (136192-78-4) + methyl iodide (74-88-4) → Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate (136192-69-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1002/(SICI)1096-9063(199608)47:4<327::AID-PS432>3.0.CO;2-U

Reference yield:

2-acetyl-6-nitrobenzoic acid (13619-70-0) → Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate (136192-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 93.2 percent / H₂; NaOH / 5 percent Pd/C / H₂O / 30 - 35 °C / 1500.12 Torr

2.1: NaNO₂; conc. HCl / H₂O / -5 - 0 °C

2.2: 10.7 percent / Na₂S*9H₂O; S₈; NaOH / H₂O / -5 - 15 °C / pH 12.5

3.1: 84.1 percent / K₂CO₃ / dimethylformamide / 5 h / 45 °C

4.1: 89 percent / K₂CO₃ / acetone / 3 h / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; 5% Pd on active carbon; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/ps.304

upstream raw materials:

2-Acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoic acid

methyl iodide

dimethyl sulfate

7-[(4,6-dimethoxypyrimidin-2-yl)sulfanyl]-3-hydroxy-3-methylphthalide