ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate

Base Information

• Chemical Name: ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate
• CAS No.: 912956-37-7
• Molecular Formula: C₁₆H₁₆N₂O₃S
• Molecular Weight: 316.381
• Mol file: 912956-37-7.mol

Synonyms:ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate

Chemical Property of ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate

There total 1 articles about ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate 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: 47.0%

6-benzyl-4-hydroxy-2-mercaptopyrimidine (6336-50-1) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate (912956-37-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 70 ℃; for 8h;

DOI:10.1016/j.bmcl.2005.07.081

Reference yield:

ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate (912956-37-7) → 3-(4-benzyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-N-hydroxy-acrylamide

Guidance literature:

Multi-step reaction with 3 steps

1.1: KOH / ethanol / 18 h / 20 °C

2.1: ethyl chloroformate; triethylamine / tetrahydrofuran / 0.17 h

2.2: tetrahydrofuran / 1 h / 20 °C

3.1: Amberlyst(R)-15 / methanol / 1 h / 20 °C

With potassium hydroxide; Amberlyst(R)-15; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/j.bmcl.2005.07.081

Reference yield:

ethyl 3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoate (912956-37-7) → 3-(4-benzyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-N-(1-methoxy-1-methyl-ethoxy)-acrylamide

Guidance literature:

Multi-step reaction with 2 steps

1.1: KOH / ethanol / 18 h / 20 °C

2.1: ethyl chloroformate; triethylamine / tetrahydrofuran / 0.17 h

2.2: tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2005.07.081

upstream raw materials:

6-benzyl-4-hydroxy-2-mercaptopyrimidine

propynoic acid ethyl ester

Downstream raw materials:

3-(6-benzyl-3,4-dihydro-4-oxopyrimidin-2-ylthio)-2-propenoic acid