1,3-Bis(4-chlorophenyl)thiourea

Base Information

• Chemical Name: 1,3-Bis(4-chlorophenyl)thiourea
• CAS No.: 1220-00-4
• Molecular Formula: C13H10 Cl2 N2 S
• Molecular Weight: 297.208
• Hs Code.: 2930909090
• European Community (EC) Number: 665-450-8
• NSC Number: 56546
• UNII: WHO0G02R9J
• DSSTox Substance ID: DTXSID60153460
• Nikkaji Number: J83.781D
• Wikidata: Q27292643
• Mol file: 1220-00-4.mol

Synonyms:1,3-bis(4-chlorophenyl)thiourea;1220-00-4;N,N'-Bis(4-chlorophenyl)thiourea;DI-P-CHLOROPHENYLTHIOUREA;Thiourea, N,N'-bis(4-chlorophenyl)-;1,3-Bis(p-chlorophenyl)thiourea;Di(4-chlorophenyl)thiourea;Di-4-chlorophenyl thiourea;N,N'-Bis(p-chlorophenyl)thiourea;N,N'-Bis(chlorophenyl)thiourea;Carbanilide, 4,4'-dichlorothio-;Urea, 1,3-bis(p-chlorophenyl)-2-thio-;HSDB 2774;NSC 56546;UNII-WHO0G02R9J;WHO0G02R9J;AI3-60192;N,N/'-Bis(4-chlorophenyl)thiourea;NSC-56546;NSC56546;Bio1A6;Maybridge1_001227;Di(p-chlorophenyl)thiourea;NCIOpen2_002349;Carbanilide,4'-dichlorothio-;WLN: GR DMYUS&MR DG;C13H10Cl2N2S;SCHEMBL5445907;HMS544P17;DTXSID60153460;C13-H10-Cl2-N2-S;Thiourea,N'-bis(4-chlorophenyl)-;CCG-47626;MFCD00275761;1,3-bis(4-chlorophenyl)-2-thiourea;1,3-bis-(4-chloro-phenyl)-thiourea;Urea,3-bis(p-chlorophenyl)-2-thio-;AKOS000313290;AS-62271;DI(4-CHLOROPHENYL)THIOUREA [HSDB];LS-159041;B4481;CS-0182195;W17079;A891256;SR-01000637229-1;Q27292643

Chemical Property of 1,3-Bis(4-chlorophenyl)thiourea

Chemical Property:

• Vapor Pressure: 1.22E-06mmHg at 25°C
• Melting Point: 169.0 to 173.0 °C
• Boiling Point: 401°C at 760 mmHg
• PKA: 11.53±0.70(Predicted)
• Flash Point: 196.3°C
• PSA: 56.15000
• Density: 1.474g/cm³
• LogP: 4.94830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 295.9941749
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99%min ^*data from raw suppliers

1,3-Bis(4-chlorophenyl)thiourea >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C1=CC(=CC=C1NC(=S)NC2=CC=C(C=C2)Cl)Cl
• Uses: 1,3-Bis(4-chlorophenyl)thiourea is used as a reactant in the preparation of thiohydantoins via solventless cyclocondensation of arylthioureas with chloroacetyl chloride over K2CO3.

Technology Process of 1,3-Bis(4-chlorophenyl)thiourea

There total 21 articles about 1,3-Bis(4-chlorophenyl)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-Chlorophenyl isothiocyanate (2131-55-7) → 1,3-bis(4-chlorophenyl)thiourea (1220-00-4)

Guidance literature:

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

DOI:10.1080/00397911.2021.2001017

Reference yield: 97.0%

carbon disulfide (75-15-0,12122-00-8) + 4-chloro-aniline (106-47-8) → 1,3-bis(4-chlorophenyl)thiourea (1220-00-4)

Guidance literature:

With Cyclohexyl isocyanide; In ethanol; at 20 ℃; for 3h;

DOI:10.1080/17415993.2012.724419

Reference yield: 97.0%

4-chloro-aniline (106-47-8) + bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione (4314-19-6) → 1,3-bis(4-chlorophenyl)thiourea (1220-00-4)

Guidance literature:

With sodium carbonate; In acetonitrile; for 0.166667h; Milling;

DOI:10.1002/anie.201502026

upstream raw materials:

carbon disulfide

4-chloro-aniline

thiophosgene

4-Chlorophenyl isothiocyanate

Downstream raw materials:

N,N'-bis-(4-chloro-phenyl)-S-methyl-isothiourea

2-p-Chlorphenylimino-3-p-chlorphenyl-4-p-methoxyphenyl-thiazolin

2-(p-chlorophenylimino)-3-(p-chlorophenyl)-4,5-tetramethylene-Δ4-thiazoline

(4-Chloro-phenyl)-[3-(4-chloro-phenyl)-4-ethyl-5-methyl-3H-thiazol-(2Z)-ylidene]-amine

Refernces

• 1、 ?trukil, Vjekoslav,Gracin, Davor,Magdysyuk, Oxana V.,Dinnebier, Robert E.,Fri??ic, Tomislav. "Trapping Reactive Intermediates by Mechanochemistry: Elusive Aryl N-Thiocarbamoylbenzotriazoles as Bench-Stable Reagents". . p. 8440 - 8443. Retrieved 2015.
• 2、 Chen, Ling,Dong, Yibo,Wu, Yangjie,Yang, Jinchen,Zhang, Jinli. "Di-tert-butyl peroxide (DTBP)-mediated synthesis of symmetrical N,N′-disubstituted urea/thiourea motifs from isothiocyanates in water". supporting information. . Retrieved 2021/12/01.
• 3、 Wu, He,Sun, Yan-Fang,Zhang, Chen,Miao, Chun-Bao,Yang, Hai-Tao. "A facile method for the preparation of carbodiimides from thioureas and (Boc)2O". supporting information. p. 739 - 742. Retrieved 2018/01/27.