ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 123629-42-5
• Molecular Formula: C15H18N2O5
• Molecular Weight: 306.318
• Mol file: 123629-42-5.mol

Synonyms:3-amino-1,2,3,4-tetrahydroquinoline;1,2,3,4-tetrahydro-3-quinolinamine;1,2,3,4-tetrahydroquinoline-3-amine;

Chemical Property of ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

• PSA: 96.89000
• LogP: 2.24940

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-(4-Hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-(4-Hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is an inhibitor of in-vitro thymidine phosphorylase, kinesin Eg5 and urease.

Technology Process of ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 2 articles about ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-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: 99.0%

ethyl acetoacetate (141-97-9) + vanillin (121-33-5,8014-42-4) + urea (57-13-6) → 4-(4-hydroxy-3-methoxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (123629-42-5)

Guidance literature:

With [3-(1-methylimidazolium-3-yl)propane-1-sulfonate]3PW₁₂O₄₀; at 90 ℃; for 4h; Ionic liquid; Schlenk technique;

DOI:10.1021/cs400291t

Reference yield: 75.0%

→ 4-(4-hydroxy-3-methoxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (123629-42-5)

Guidance literature:

With nickel; In ethanol; for 12h; Reflux;

Reference yield: 85.0%

phthalimide (136918-14-4,85-41-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-(4-hydroxy-3-methoxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (123629-42-5) → C33H28N4O9 (1190370-90-1)

Guidance literature:

formaldehyd; 4-(4-hydroxy-3-methoxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

phthalimide; In N,N-dimethyl-formamide; Reflux;

upstream raw materials:

ethyl acetoacetate

vanillin

urea

Downstream raw materials:

C₂₅H₃₆N₄O₇

C₃₁H₃₀N₆O₅

C₂₉H₂₈N₈O₅

C₃₃H₃₄N₆O₅