4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Base Information

• Chemical Name: 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide
• CAS No.: 361481-55-2
• Molecular Formula: C₁₉H₁₉N₃O₃
• Molecular Weight: 337.378
• Mol file: 361481-55-2.mol

Synonyms:4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Chemical Property of 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide

There total 3 articles about 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide 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: 92.0%

4-methoxy-benzaldehyde (123-11-5) + N-phenylacetoacetamide (102-01-2,98624-45-4) + urea (57-13-6) → 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide (361481-55-2)

Guidance literature:

With encapsulated polymeric nebivolol nanoparticles; In neat (no solvent); at 70 ℃; for 0.25h; Green chemistry;

DOI:10.1139/cjc-2017-0621

Reference yield:

aniline (62-53-3) → 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide (361481-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 2.5 h / Reflux; Green chemistry

2: formic acid / ethanol / Reflux

With formic acid; In ethanol; water; 2: |Biginelli Pyrimidone Synthesis;

DOI:10.1039/c5ra14355a

Reference yield:

4-methoxy-benzaldehyde (123-11-5) + 3-oxo-N-phenylbutanethioamide (10374-66-0) → 4-(4-methoxyphenyl)-6-methyl-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide (361481-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: boric acid; acetic acid / 100 - 110 °C

2: sodium nitrite; acetic acid / 8 h / 5 °C

With boric acid; acetic acid; sodium nitrite; 1: |Biginelli Pyrimidone Synthesis;

DOI:10.1007/s10593-014-1429-z

upstream raw materials:

4-methoxy-benzaldehyde

N-phenylacetoacetamide

urea

3-oxo-N-phenylbutanethioamide

Downstream raw materials:

5-(4-methoxyphenyl)-N-phenyl2-(4-chlorobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide

5-(4-methoxyphenyl)-N-phenyl-2-(4-nitrobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide

5-(4-methoxyphenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide

4,7-bis(4-methoxyphenyl)-6-phenyl-3,4,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,5(1H,6H)-dione

Refernces

• 1、 Khaskel, Anamika,Barman, Pranjit,Maiti, Subir Kumar,Jana, Utpal. "Nebivolol nanoparticles: A first catalytic use in Biginelli and Biginelli-like reactions". . p. 1021 - 1025. Retrieved 2018/11/24.
• 2、 Zhang, Zhiguo,Zhang, Lianqiang,Duan, Xinyu,Yan, Xiangqian,Yan, Yan,Liu, Qingfeng,Liu, Tongxin,Zhang, Guisheng. "Iron-catalyzed four-member multicomponent reaction for assembly of (E)-6-arylvinyl-3,4-dihydropyrimidin-2(1H)-ones". . p. 7745 - 7751. Retrieved 2015/09/07.