Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 301359-46-6
• Molecular Formula: C14H15FN2O2S
• Molecular Weight: 294.35
• DSSTox Substance ID: DTXSID001127366
• Mol file: 301359-46-6.mol

Synonyms:301359-46-6;ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;5-Pyrimidinecarboxylic acid, 4-(2-fluorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxo-, ethyl ester;CBDivE_011743;SCHEMBL14164087;DTXSID001127366;AKOS000524955;AKOS002346671;AKOS016294594;WAY-271487;ethyl 4-(2-fluorophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate;SR-01000401209;SR-01000401209-1;F0095-0205;F1260-0411;Ethyl 4-(2-fluorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxo-5-pyrimidinecarboxylate;ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate;ethyl 6-(2-fluorophenyl)-2-mercapto-4-methyl-1,6-dihydro-5-pyrimidinecarboxylate

Chemical Property of Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 294.08382706
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=S)NC1C2=CC=CC=C2F)C

Technology Process of Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 1 articles about Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-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: 77.0%

ethyl acetoacetate (141-97-9) + 2-Fluorobenzaldehyde (446-52-6) + thiourea (17356-08-0) → ethyl 4-(2-fluorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate (301359-46-6)

Guidance literature:

With orthoformic acid triethyl ester; citric acid; at 100 ℃; for 2h;

DOI:10.1590/S0103-50532011000700025

Reference yield: 78.0%

ethyl 4-(2-fluorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate (301359-46-6) + phenylboronic acid (98-80-6) → ethyl 4-(2-fluorophenyl)-6-methyl-2-phenylpyrimidine-5-carboxylate

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; In toluene; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2017.10.010

Reference yield: 52.0%

methanol (67-56-1) + ethyl 4-(2-fluorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate (301359-46-6) → ethyl 4-(2-fluorophenyl)-2-methoxy-6-methylpyrimidine-5-carboxylate

Guidance literature:

With oxygen; lithium perchlorate; caesium carbonate; at 20 ℃; for 6h; Electrochemical reaction;

DOI:10.1055/s-0039-1690837

upstream raw materials:

ethyl acetoacetate

2-Fluorobenzaldehyde

thiourea