(4-Chlorophenyl)thiourea

Base Information

• Chemical Name: (4-Chlorophenyl)thiourea
• CAS No.: 3696-23-9
• Molecular Formula: C7H7 Cl N2 S
• Molecular Weight: 186.665
• Hs Code.: 2930909090
• European Community (EC) Number: 223-022-4
• NSC Number: 72217
• DSSTox Substance ID: DTXSID00190455
• Nikkaji Number: J30.226K
• ChEMBL ID: CHEMBL1088499
• Mol file: 3696-23-9.mol

Synonyms:3696-23-9;4-chlorophenylthiourea;1-(4-chlorophenyl)thiourea;(4-Chlorophenyl)thiourea;N-(4-Chlorophenyl)thiourea;Thiourea, (4-chlorophenyl)-;4-Chlorophenyl thiourea;1-(p-Chlorophenyl)thiourea;N-(p-Chlorophenyl)thiourea;1-(p-Chlorophenyl)-2-thiourea;4-Chlorophenyl-2-thiourea;Urea, 1-(p-chlorophenyl)-2-thio-;alpha-(4-Chlorophenyl)thio Urea;EINECS 223-022-4;NSC 72217;BRN 0973258;Thourea, (4-chlorophenyl)-;CHEMBL1088499;1-(4-Chlorophenyl)-2-thiourea;Thourea, (4-chlorophenyl)- (9CI);4-12-00-01206 (Beilstein Handbook Reference);(4-chloro-phenyl)-thiourea;NSC72217;WLN: SUYZMR DG;NCIOpen2_000553;SCHEMBL526059;Thiourea, N-(4-chlorophenyl)-;alpha -(4-Chlorophenyl)thiourea;DTXSID00190455;STR03585;BDBM50325559;MFCD00022168;NSC-72217;STK260897;AKOS000113514;CF-0053;LS-159604;1-(4-chlorophenyl)-2-thiourea, AldrichCPR;C2960;FT-0618253;EN300-06963;D85854;A823483;A825555;Z56939186;F3143-0092

Chemical Property of (4-Chlorophenyl)thiourea

Chemical Property:

• Appearance/Colour: Beige Solid
• Vapor Pressure: 0.00125mmHg at 25°C
• Melting Point: 177-181oC
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 298.7°C at 760 mmHg
• PKA: 12.81±0.70(Predicted)
• Flash Point: 134.5°C
• PSA: 70.14000
• Density: 1.441g/cm³
• LogP: 2.76880
• Storage Temp.: Poison room
• Solubility.: Acetone, Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 186.0018471
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

α-(4-Chlorophenyl)thioUrea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R28:Very toxic if swallowed.
• Hazard Codes: T+
• Statements: 36/37/38-28-43
• Safety Statements: 45-36/37/39-28A-26-1-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=S)N)Cl
• Uses: α-(4-Chlorophenyl)thio Urea is an intermediate in the synthesis of N-(4-Chlorophenyl)-O-methylisourea Sulfate Salt (~90%) (C378465), which is a cytotoxic agent which displays tumor inhibitory activity.

Technology Process of (4-Chlorophenyl)thiourea

There total 27 articles about (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: 100.0%

4-Chlorophenyl isothiocyanate (2131-55-7) → N-(4-chlorophenyl)thiourea (3696-23-9)

Guidance literature:

With ammonium hydroxide; In water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2018.10.055

Reference yield: 98.0%

1-benzoyl-3-(4-chloro-phenyl)-thiourea (4921-83-9) → N-(4-chlorophenyl)thiourea (3696-23-9)

Guidance literature:

With hydrazine; at 25 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2005.06.135

Reference yield: 98.0%

ethyl N-[(4-chlorophenyl)carbamothioyl]carbamate (52077-66-4) → N-(4-chlorophenyl)thiourea (3696-23-9)

Guidance literature:

With ethylamine; In water; at 20 ℃; for 12h;

DOI:10.1021/acs.jmedchem.9b01244

upstream raw materials:

1-benzoyl-3-(4-chloro-phenyl)-thiourea

4-Chlorophenyl isothiocyanate

1-tert-butyl-3-(4-chlorophenyl)thiourea

p-chloroaniline hydrochloride

Downstream raw materials:

N-acetyl-N'-(4-chloro-phenyl)-thiourea

N-acetyl-N-(4-chloro-phenyl)-thiourea

1,5-bis-(4-chloro-phenyl)-biguanide

proguanil

Refernces

• 1、 Bagherzadeh, Nastaran,Sardarian, Ali Reza,Inaloo, Iman Dindarloo. "Green and efficient synthesis of thioureas, ureas, primary: O -thiocarbamates, and carbamates in deep eutectic solvent/catalyst systems using thiourea and urea". supporting information. p. 11852 - 11858. Retrieved 2021/07/12.
• 2、 Cao, Feng,Gao, Xinfeng,Jiang, Xinhai,Li, Wenyan,Liu, Hongtao,Tian, Wenhua,Wang, Ruizhi,Wei, Liping,Xu, Chen,Xu, Yanni. "Identification of: N -benzothiazolyl-2-benzenesulfonamides as novel ABCA1 expression upregulators". . p. 411 - 418. Retrieved 2020/04/15.