5-(3-Trifluoromethylbenzyl)-2-thiouracil

Base Information

• Chemical Name: 5-(3-Trifluoromethylbenzyl)-2-thiouracil
• CAS No.: 70311-34-1
• Molecular Formula: C₁₂H₉F₃N₂OS
• Molecular Weight: 286.277
• DSSTox Substance ID: DTXSID501138710
• Nikkaji Number: J696.884H
• Mol file: 70311-34-1.mol

Synonyms:5-(3-trifluoromethylbenzyl)-2-thiouracil;70311-34-1;SCHEMBL11467360;FFAUPXCZQKDBCY-UHFFFAOYSA-N;DTXSID501138710;5-[3-(Trifluoromethyl)benzyl]-2-thiouracil;2,3-Dihydro-2-thioxo-5-[[3-(trifluoromethyl)phenyl]methyl]-4(1H)-pyrimidinone

Chemical Property of 5-(3-Trifluoromethylbenzyl)-2-thiouracil

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 286.03876857
• Heavy Atom Count: 19
• Complexity: 420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)CC2=CNC(=S)NC2=O

Technology Process of 5-(3-Trifluoromethylbenzyl)-2-thiouracil

There total 6 articles about 5-(3-Trifluoromethylbenzyl)-2-thiouracil 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:

3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4) → 5-(3-trifluoromethylbenzyl)-2-thiouracil (70311-34-1)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / diethyl ether / Heating

2: H₂ / PtO₂ / ethanol

3: 1.) Na, 3.) conc. HCl

With hydrogenchloride; hydrogen; sodium; platinum(IV) oxide; In diethyl ether; ethanol;

DOI:10.1021/jm00019a015

Reference yield:

ethyl 3-trifluoromethylcinnamate (116577-12-9) → 5-(3-trifluoromethylbenzyl)-2-thiouracil (70311-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / PtO₂ / ethanol

2: 1.) Na, 3.) conc. HCl

With hydrogenchloride; hydrogen; sodium; platinum(IV) oxide; In ethanol;

DOI:10.1021/jm00019a015

Reference yield:

3-Trifluoromethylbenzaldehyde (454-89-7) → 5-(3-trifluoromethylbenzyl)-2-thiouracil (70311-34-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) piperidine, 2) conc. H₂SO₄ / 1) pyridine

2: hydrogen / 5percent Pd/C / ethanol

3: sodium wire / diethyl ether / 18 h / Ambient temperature

4: ethanol / 7 h / Heating

With piperidine; sulfuric acid; hydrogen; sodium; palladium on activated charcoal; In diethyl ether; ethanol;

DOI:10.1016/0223-5234(88)90167-5

upstream raw materials:

thiourea

ethyl 3-(3-trifluoromethylphenyl)-propionate

formic acid ethyl ester

3-(trifluoromethyl)cinnamic acid

Downstream raw materials:

5-(3-trifluoromethylbenzyl)-2-methylthio-4-pyrimidone

2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-trifluoromethylbenzyl)-4-pyrimidone dihydrochloride