ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Base Information

• Chemical Name: ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
• CAS No.: 112080-29-2
• Molecular Formula: C15H15F3N2O3
• Molecular Weight: 328.291
• Mol file: 112080-29-2.mol

Synonyms:ethyl 6-methyl-2-oxo-4-(2-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate;6-Methyl-2-oxo-4-(2-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester;ethyl 6-methyl-4-(2-trifluoromethylphenyl)-1,2,3,4-tetrahydro-(2H)-pyrimidine-2-one;

Chemical Property of ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Chemical Property:

• PSA: 67.43000
• LogP: 3.55400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

There total 4 articles about ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 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: 95.0%

2-Trifluoromethylbenzaldehyde (447-61-0) + ethyl acetoacetate (141-97-9) + urea (57-13-6) → Ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate (112080-29-2)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In ethanol; at 100 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.150

Reference yield: 61.0%

2-[[2-(trifluoromethyl)phenyl]methylene]-3-oxobutanoic acid,ethyl ester (114957-75-4) + thiourea (17356-08-0) → Ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate (112080-29-2)

Guidance literature:

thiourea; With 1-methyl-pyrrolidin-2-one; resin bound 4-(benzyloxy)benzyl chloride; at 75 ℃; for 16h; solid phase reaction;

2-[[2-(trifluoromethyl)phenyl]methylene]-3-oxobutanoic acid,ethyl ester; With 1-methyl-pyrrolidin-2-one; caesium carbonate; at 90 ℃; for 16h; solid phase reaction;

With acetic acid; In 1,4-dioxane; ethanol; for 16h; Heating;

DOI:10.1016/S0960-894X(99)00572-7

Reference yield:

1,4-dihydro-2-methoxy-6-methyl-4-[2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylic acid, ethyl ester (108931-49-3) → Ethyl 6-methyl-2-oxo-4-[2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate (112080-29-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; Yield given; Ambient temperature;

upstream raw materials:

1,4-dihydro-2-methoxy-6-methyl-4-[2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylic acid, ethyl ester

2-Trifluoromethylbenzaldehyde

ethyl acetoacetate

urea

Downstream raw materials:

ethyl 6-methyl-3-nitro-4-(2-trifluoromethylphenyl)-1,2,3,4-tetrahydro-(2H)-pyrimidine-2-one

Refernces

• 1、 Shi, Xian-Lei,Yang, Huixiao,Tao, Minli,Zhang, Wenqin. "Sulfonic acid-functionalized polypropylene fiber: Highly efficient and recyclable heterogeneous Bronsted acid catalyst". . p. 3939 - 3945. Retrieved 2013/04/24.
• 2、 Kaur, Kuljeet,Knaus, Edward E.. "Synthesis of alkyl 6-methyl-4-(2-trifluoromethylphenyl)-1,2,3,4-tetrahydro- 2H-pyrimidine-2-one-5-carboxylates possessing a N-3 nitro substituent to determine calcium channel modulation structure-activity relationships". . p. 669 - 672. Retrieved 2008/09/17.