Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 281189-83-1
• Molecular Formula: C₁₇H₁₃F₉N₂O₂S
• Molecular Weight: 480.354
• DSSTox Substance ID: DTXSID20896280
• Mol file: 281189-83-1.mol

Synonyms:Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate;281189-83-1;DTXSID20896280;STL438698;AKOS005222581;ethyl 6-(nonafluorobutyl)-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property of Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 480.05540229
• Heavy Atom Count: 31
• Complexity: 746

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 4 articles about Ethyl 6-(nonafluorobutyl)-4-phenyl-2-sulfanylidene-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: 48.0%

4-Hydroxy-4-nonafluorobutyl-6-phenyl-2-thioxohexahydropyrimidine-5-carboxylic acid ethyl ester → 6-Nonafluorobutyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester (281189-83-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 6h; Heating;

DOI:10.1016/S0022-1139(99)00216-X

Reference yield:

ethyl 4,4,5,5,6,6,7,7,7-nonafluoro-3-oxoheptanoate (82941-37-5) → 6-Nonafluorobutyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester (281189-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / conc. HCl / ethanol / 6 h / Heating

2: 48 percent / p-toluenesulfonic acid / toluene / 6 h / Heating

With hydrogenchloride; toluene-4-sulfonic acid; In ethanol; toluene;

DOI:10.1023/A:1012473901354

Reference yield:

benzaldehyde (100-52-7) → 6-Nonafluorobutyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester (281189-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / aq. HCl / ethanol / 6 h / Heating

2: 48 percent / p-TsOH / toluene / 6 h / Heating

With hydrogenchloride; toluene-4-sulfonic acid; In ethanol; toluene; 1: Condensation / 2: Dehydration;

DOI:10.1016/S0022-1139(99)00216-X

upstream raw materials:

ethyl 4,4,5,5,6,6,7,7,7-nonafluoro-3-oxoheptanoate

benzaldehyde