ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate
• CAS No.: 1421829-18-6
• Molecular Formula: C₂₀H₁₈N₂O₂S
• Molecular Weight: 350.441
• Mol file: 1421829-18-6.mol

Synonyms:ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate

Chemical Property of ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate

There total 12 articles about ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate 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: 84.0%

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3) + Diphenyliodonium triflate (66003-76-7) → ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate (1421829-18-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 8h; Reagent/catalyst; Concentration; Time; Reflux;

DOI:10.1016/j.tetlet.2012.10.131

Reference yield: 78.0%

phenylmagnesium bromide (100-58-3) + diethyl 2,2′-disulfanediylbis(6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate) → ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate (1421829-18-6) + 4-methyl-2,6-diphenyl-pyrimidine-5-carboxylic acid ethyl ester (80742-17-2)

Guidance literature:

With palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; 1,4-dioxane; at 0 - 20 ℃; for 1.25h; Reagent/catalyst; Temperature; chemoselective reaction; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400980

Reference yield: 71.0%

phenylmagnesium bromide (100-58-3) + diethyl 2,2′-disulfanediylbis(6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate) → biphenyl (92-52-4,1594-86-1) + ethyl 4-methyl-6-phenyl-2-(phenylthio)pyrimidine-5-carboxylate (1421829-18-6) + 4-methyl-2,6-diphenyl-pyrimidine-5-carboxylic acid ethyl ester (80742-17-2)

Guidance literature:

diethyl 2,2′-disulfanediylbis(6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate); With palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; 1,4-dioxane; for 0.25h; Schlenk technique; Inert atmosphere;

phenylmagnesium bromide; In tetrahydrofuran; 1,4-dioxane; at 0 - 20 ℃; for 0.5h; Concentration; Reagent/catalyst; Temperature; chemoselective reaction; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400980

upstream raw materials:

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione

diphenyliodonium chloride

Diphenyliodonium triflate

ethyl acetoacetate

Downstream raw materials:

biphenyl

4-methyl-2,6-diphenyl-pyrimidine-5-carboxylic acid ethyl ester

ethyl 4-methyl-6-phenylpyrimidine-5-carboxylate