N,N'-Bis(4-fluorophenyl)thiourea

Base Information

• Chemical Name: N,N'-Bis(4-fluorophenyl)thiourea
• CAS No.: 404-52-4
• Molecular Formula: C13H10F2N2S
• Molecular Weight: 264.299
• Hs Code.: 2930909090
• NSC Number: 403052
• DSSTox Substance ID: DTXSID30385099
• Nikkaji Number: J1.874.413I
• Mol file: 404-52-4.mol

Synonyms:1,3-bis(4-fluorophenyl)thiourea;N,N'-Bis(4-fluorophenyl)thiourea;404-52-4;U 19963;Di-4-fluorophenyl thiourea;4,4'-Difluorothiocarbanilide;Carbanilide,4'-difluorothio-;WLN: FR DMYUS&MR DF;CCG-30;SCHEMBL10099725;1,3-Bis(p-fluorophenyl)thiourea;DTXSID30385099;Thiourea,N'-bis(4-fluorophenyl)-;BCP32625;BBL038117;MFCD00123965;NSC403052;STK347599;1,3-bis-(4-fluoro-phenyl)-thiourea;Urea,3-bis(p-fluorophenyl)-2-thio-;AKOS000313293;NSC-403052;CS-0032011;EN300-230523;N16892;U19963;10.14272/SNQABJUAAUNSEJ-UHFFFAOYSA-N.1;doi:10.14272/SNQABJUAAUNSEJ-UHFFFAOYSA-N.1;N,N inverted exclamation marka-Bis(4-fluorophenyl)thiourea;U-19963;1,3-Bis(4-fluorophenyl)thiourea

Chemical Property of N,N'-Bis(4-fluorophenyl)thiourea

Chemical Property:

• Vapor Pressure: 6.25E-05mmHg at 25°C
• Melting Point: 145 °C
• Boiling Point: 345.2°C at 760 mmHg
• PKA: 11.85±0.70(Predicted)
• Flash Point: 162.6°C
• PSA: 56.15000
• Density: 1.419g/cm³
• LogP: 3.91970
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 264.05327583
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

U19963 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=S)NC2=CC=C(C=C2)F)F

Technology Process of N,N'-Bis(4-fluorophenyl)thiourea

There total 8 articles about N,N'-Bis(4-fluorophenyl)thiourea 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%

4-fluorophenyl isothiocyanate (1544-68-9) → N,N’-di-(4-fluorophenyl)thiourea (404-52-4)

Guidance literature:

With di-tert-butyl peroxide; potassium carbonate; triethylamine; In water; at 90 ℃; for 5h; Reagent/catalyst; Schlenk technique; Sealed tube; Green chemistry;

DOI:10.1080/00397911.2021.2001017

Reference yield: 99.0%

4-fluorophenyl isothiocyanate (1544-68-9) + 4-fluoroaniline (371-40-4) → N,N’-di-(4-fluorophenyl)thiourea (404-52-4)

Guidance literature:

In acetonitrile; at 25 ℃; for 0.166667h; Milling;

DOI:10.1039/c2gc35799b

Reference yield:

N-(4-fluorophenyl)dithiocarbamate triethylamine salt → N,N’-di-(4-fluorophenyl)thiourea (404-52-4) + 4-fluorophenyl isothiocyanate (1544-68-9)

Guidance literature:

With sodium persulfate; potassium carbonate; In water; at 20 ℃; for 1h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c8gc02261e

upstream raw materials:

4-fluorophenyl isothiocyanate

4-fluoroaniline

carbon disulfide

Downstream raw materials:

3-(4-fluorophenyl)-2-(4-fluorophenylimino)-1,3-thiazolidine-4-one

N,N’-bis(4’-fluorophenyl)imidazolidine-2-thione-4,5-dione

4-{5-[3-(4-Fluoro-phenyl)-2-[(Z)-4-fluoro-phenylimino]-4-oxo-thiazolidin-(5E)-ylidenemethyl]-furan-2-yl}-benzoic acid

4-[3-(4-fluorophenyl)-2-(4-fluorophenylimino)-4-oxothiazolidin-5-ylidenemethyl]benzoic acid

Refernces

• 1、 Chandrasekhar, Attoor,Ramkumar, Venkatachalam,Sankararaman, Sethuraman. "Palladium catalyzed carbonylative annulation of the C(sp2)-H bond of N,1-diaryl-1H-tetrazol-5-amines and N,4-diaryl-4H-triazol-3-amines to quinazolinones". supporting information. p. 8629 - 8638. Retrieved 2018/12/12.
• 2、 Dong, Guoqiang,Liu, Yang,Wu, Ying,Tu, Jie,Chen, Shuqiang,Liu, Na,Sheng, Chunquan. "Novel non-peptidic small molecule inhibitors of secreted aspartic protease 2 (SAP2) for the treatment of resistant fungal infections". supporting information. p. 13535 - 13538. Retrieved 2019/01/05.