4-(Trifluoromethyl)pyrimidine-2-thiol

Base Information

• Chemical Name: 4-(Trifluoromethyl)pyrimidine-2-thiol
• CAS No.: 136547-17-6
• Molecular Formula: C5H3F3N2S
• Molecular Weight: 180.153
• Hs Code.: 29335990
• European Community (EC) Number: 625-180-3,949-272-0
• DSSTox Substance ID: DTXSID20929466
• Nikkaji Number: J1.673.800J
• Wikidata: Q72512832
• Mol file: 136547-17-6.mol

Synonyms:136547-17-6;4-(Trifluoromethyl)pyrimidine-2-thiol;4-(trifluoromethyl)-2-pyrimidinethiol;2-Mercapto-4-trifluoromethylpyrimidine;6-(trifluoromethyl)-1H-pyrimidine-2-thione;2-Mercapto-4-(trifluoromethyl)pyrimidine;2(1H)-Pyrimidinethione, 4-(trifluoromethyl)-;4-trifluoromethylpyrimidine-2-thiol;MFCD00115113;13654-17-6;akos b022179;Maybridge4_001281;SCHEMBL482717;AMY2583;DTXSID20929466;HMS1524K05;BCP21158;BBL038925;STK312742;AKOS000118009;AKOS001398274;AKOS016038571;AC-9506;PS-6846;IDI1_031863;4-(Trifluoromethyl)pyrimidine-2-thiol, 96%;CS-0005666;FT-0616947;EN300-27652;F11774;AB00991153-01;(R)-Methyl2-(piperidin-3-yl)acetatehydrochloride;A807087;4-(trifluoromethyl)-1,2-dihydropyrimidine-2-thione;J-006862;J-513939;BRD-K96920179-001-01-2;Z57932425

Chemical Property of 4-(Trifluoromethyl)pyrimidine-2-thiol

Chemical Property:

• Appearance/Colour: orange needle-like crystalline solid
• Vapor Pressure: 15.6mmHg at 25°C
• Melting Point: 164-166 °C(lit.)
• Refractive Index: 1.364
• Boiling Point: 144.691 °C at 760 mmHg
• PKA: 4.96±0.10(Predicted)
• Flash Point: 41.308 °C
• PSA: 64.58000
• Density: 1.545 g/cm³
• LogP: 1.78410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Stench
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 179.99690376
• Heavy Atom Count: 11
• Complexity: 241

Purity/Quality:

98% ^*data from raw suppliers

4-(Trifluoromethyl)pyrimidine-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(NC(=S)N=C1)C(F)(F)F
• Uses: 4-(Trifluoromethyl)pyrimidine-2-thiol may be used in the preparation of [{Pt(bzq)(μ-L)}2] [Hbzq = benzo[h]quinolone, HL = 4-(trifluoromethyl)pyrimidine-2-thiol], a novel half-lantern divalent complex of platinum.

Technology Process of 4-(Trifluoromethyl)pyrimidine-2-thiol

There total 1 articles about 4-(Trifluoromethyl)pyrimidine-2-thiol 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: 65.0%

4-ethoxy-1,1,1-trifluoro-3-butene-2-one (59938-06-6,17129-06-5) + thiourea (17356-08-0) → 4-trifluoromethyl-2-mercaptopyrimidine (136547-17-6)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 48h;

DOI:10.1007/BF00480838

Reference yield: 93.5%

4-(trifluoromethyl)pyrimidine-2-thione (136547-17-6) + phenylmercury(II)acetate (62-38-4) → (phenylmercury)(4-trifluoromethylpyrimidine-2-thione) (1228216-83-8)

Guidance literature:

In acetone; thione in acetone added dropwise to suspn. of PhHgOAc; mixt. stirred at room temp. for 2 h; filtered off; solvent removed under vac.; ppt. washed with Et2O, dried; e;em. anal.;

DOI:10.1016/j.jorganchem.2010.02.022

Reference yield: 79.0%

para-bromoacetophenone (99-90-1) + 4-trifluoromethyl-2-mercaptopyrimidine (136547-17-6) → 1-(4-((4-(trifluoromethyl)pyrimidin-2-yl)thio)phenyl)ethan-1-one

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 22h; Irradiation; Inert atmosphere;

DOI:10.1021/jacs.7b07390

upstream raw materials:

4-ethoxy-1,1,1-trifluoro-3-butene-2-one

thiourea

Downstream raw materials:

2-(methylthio)-4-(trifluoromethyl)pyrimidine

Refernces