Ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 33458-26-3
• Molecular Formula: C14H16N2O2S
• Molecular Weight: 276.359
• Hs Code.: 2933599590
• European Community (EC) Number: 651-255-5
• NSC Number: 643910
• DSSTox Substance ID: DTXSID30965456
• Nikkaji Number: J869.866J
• Pharos Ligand ID: DUX7GF9B2GRA
• ChEMBL ID: CHEMBL455456
• Mol file: 33458-26-3.mol

Synonyms:ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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

Chemical Property:

• Vapor Pressure: 2.63E-06mmHg at 25°C
• Melting Point: 180
• Refractive Index: 1.621
• Boiling Point: 390.546 °C at 760 mmHg
• PKA: 11.33±0.70(Predicted)
• Flash Point: 189.996 °C
• PSA: 82.45000
• Density: 1.256 g/cm³
• LogP: 2.70010
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 276.09324893
• Heavy Atom Count: 19
• Complexity: 400

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-ME-4-PH-2-THIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=S)NC1C2=CC=CC=C2)C
• Uses: ETHYL 6-METHYL-4-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical and pharmaceutical production process middle.

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

There total 22 articles about Ethyl 6-methyl-4-phenyl-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: 99.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) + thiourea (17356-08-0) → 5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3)

Guidance literature:

With zeolite β in the ammonium form; at 90 ℃; for 3h; Ionic liquid; Schlenk technique;

DOI:10.1021/cs400291t

Reference yield: 95.0%

thioacetone (4756-05-2) + ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) → 5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3)

Guidance literature:

With aluminium oxide hydroxide; In neat (no solvent); at 120 ℃; for 0.833333h; Green chemistry;

DOI:10.1016/S1872-2067(12)60759-1

Reference yield: 95.0%

2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine (31771-33-2) + ethyl acetoacetate (141-97-9) + thiourea (17356-08-0) → 5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; for 4h; Heating;

DOI:10.1016/S0040-4020(99)00760-7

upstream raw materials:

ethyl acetoacetate

benzaldehyde

thiourea

2-(2-ethoxycarbonylethyl)thio-6-methyl-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester

Downstream raw materials:

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

ethyl 5-phenyl-7-methyl-2-(thienyl)methylene-3-oxo-2,3-dihydro-5H-thiazolo[a-2,3]pyrimidine-6-carboxylate

C₁₇H₂₀N₂O₂S

ethyl 1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-4-methyl-6-phenyl-1,6-dihydropyrimidin-5-yl]carboxylate

Refernces

• 1、 Yao, Bing-Jian,Wu, Wen-Xiu,Ding, Luo-Gang,Dong, Yu-Bin. "Sulfonic Acid and Ionic Liquid Functionalized Covalent Organic Framework for Efficient Catalysis of the Biginelli Reaction". . p. 3024 - 3032. Retrieved 2021/02/05.
• 2、 Esmaeili, Rozhin,Kafi-Ahmadi, Leila,Khademinia, Shahin. "A highly efficient one-pot multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones catalyzed by strontium pyroarsenate nano-plates". . . Retrieved 2020/05/01.