Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Base Information

• Chemical Name: Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
• CAS No.: 299949-24-9
• Molecular Formula: C15H18N2O3
• Molecular Weight: 274.32
• Hs Code.: 2933599090
• NSC Number: 166058
• DSSTox Substance ID: DTXSID90304509
• Nikkaji Number: J1.565.368J
• Mol file: 299949-24-9.mol

Synonyms:299949-24-9;ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate;ethyl 6-methyl-2-oxo-4-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate;ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate;ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;Ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate;NSC166058;Maybridge1_008370;Oprea1_334968;Oprea1_717943;SCHEMBL1227524;HMS565E10;DTXSID90304509;KTAAWYJATJFYRS-UHFFFAOYSA-N;MFCD00719779;STK364115;AKOS000573678;AKOS016294326;NSC-166058;SB58434;VU0488201-1;AB00087956-01;AB00087956-02;7T-0311;J-521201;Z47751404;F0095-1736;5-ethoxycarbonyl-6-methyl-4-(4-methylphenyl)-3,4-dihydropyrimidin-2(1h)-one;ET 6-METHYL-4-(4-METHYLPHENYL)-2-OXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXYLATE;ethyl 4-(4-methylphenyl)-2-hydroxy-6-methyl-1,4-dihydropyrimidin-5-carboxylate;ethyl6-methyl-2-oxo-4-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property of Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Chemical Property:

• Melting Point: 218-219°C
• Boiling Point: 403.2±45.0 °C(Predicted)
• PKA: 11.46±0.70(Predicted)
• PSA: 67.43000
• Density: 1.148±0.06 g/cm3(Predicted)
• LogP: 2.84360
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 274.13174244
• Heavy Atom Count: 20
• Complexity: 423

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=O)NC1C2=CC=C(C=C2)C)C

Technology Process of Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

There total 14 articles about Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-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: 100.0%

4-methyl-benzaldehyde (104-87-0) + ethyl acetoacetate (141-97-9) + urea (57-13-6) → ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (299949-24-9)

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: 97.0%

→ ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (299949-24-9)

Guidance literature:

With toluene-4-sulfonic acid; In ethylene glycol; at 50 ℃; for 16h;

Reference yield: 96.0%

4-Methylbenzyl alcohol (589-18-4) + ethyl acetoacetate (141-97-9) + urea (57-13-6) → ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (299949-24-9)

Guidance literature:

4-Methylbenzyl alcohol; With bismuth(III) nitrate; In various solvent(s); at 50 ℃; for 0.0833333h;

ethyl acetoacetate; urea; In various solvent(s); at 90 ℃;

DOI:10.3987/COM-04-10257

upstream raw materials:

4-methyl-benzaldehyde

ethyl acetoacetate

urea

4-Methylbenzyl chloride

Downstream raw materials:

ethyl 1,2-dihydro-6-methyl-2-oxo-4-(4-methylphenyl)pyrimidine-5-carboxylate

ethyl 1-(2-chloroacetyl)-4-methyl-2-oxo-6-p-tolyl-1,2,3,6-tetrahydropyrimidine-5-carboxylate

ethyl 4-methyl-2-(piperidin-1-yl)-6-(p-tolyl)pyrimidine-5-carboxylate

(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)methanol

Refernces

• 1、 Donyapeyma, Ghazaleh,Rahmatpour, Ali. "Poly(N-vinyl-2-pyrrolidone)-supported ferric chloride: An effective reusable heterogeneous catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via three-component Biginelli reaction". . . Retrieved 2022/01/19.
• 2、 Khakyzadeh, Vahid,Moosavi-Zare, Ahmad Reza,Sheikhaleslami, Sahra,Ehsani, Amir,Sediqi, Salbin,Rezaei-Gohar, Mohammad,Jalilian, Zahra. "RETRACTED ARTICLE: Boric acid in magnetized water: Clean and powerful media for synthesis of 3,4-dihydropyrimidin-2(1: H)-ones". . p. 22751 - 22755. Retrieved 2021/07/21.