4-(4-CHLOROPHENYL)-3-THIOSEMICARBAZIDE

Base Information

• Chemical Name: 4-(4-CHLOROPHENYL)-3-THIOSEMICARBAZIDE
• CAS No.: 22814-92-2
• Molecular Formula: C7H8ClN3S
• Molecular Weight: 201.68
• Hs Code.: 2930909090
• European Community (EC) Number: 674-007-8
• DSSTox Substance ID: DTXSID50351690
• Nikkaji Number: J364.490A
• Wikidata: Q82128289
• ChEMBL ID: CHEMBL1542642
• Mol file: 22814-92-2.mol

Synonyms:Semicarbazide, 4-(p-chlorophenyl)-3-thio-(6CI,7CI,8CI);4-(4-Chlorophenyl)-3-thiosemicarbazide;4-(4-Chlorophenyl)thiosemicarbazide;4-(p-Chlorophenyl)-3-thiosemicarbazide;4-(p-Chlorophenyl)thiosemicarbazide;N-(4-Chlorophenyl)hydrazinecarbothioamide;

Chemical Property of 4-(4-CHLOROPHENYL)-3-THIOSEMICARBAZIDE

Chemical Property:

• Vapor Pressure: 0.000365mmHg at 25°C
• Melting Point: 179-182°C
• Refractive Index: 1.729
• Boiling Point: 318.3 °C at 760 mmHg
• PKA: 10.18±0.70(Predicted)
• Flash Point: 146.3 °C
• PSA: 82.17000
• Density: 1.458g/cm³
• LogP: 2.66430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.0127461
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Chlorophenyl)-3-thiosemicarbazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=S)NN)Cl
• Uses: 4-(4-Chlorophenyl)-3-thiosemicarbazide is used as pharmaceutical intermediate.

Technology Process of 4-(4-CHLOROPHENYL)-3-THIOSEMICARBAZIDE

There total 13 articles about 4-(4-CHLOROPHENYL)-3-THIOSEMICARBAZIDE 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: 96.0%

4-Chlorophenyl isothiocyanate (2131-55-7) → 4-(p-chlorophenyl)-3-thiosemicarbazide (22814-92-2)

Guidance literature:

With hydrazine; In methanol; at 65 - 80 ℃; for 0.333333h;

DOI:10.1016/j.bmc.2018.06.028

Reference yield: 65.0%

carbon disulfide (75-15-0,12122-00-8) + 4-chloro-aniline (106-47-8) → 4-(p-chlorophenyl)-3-thiosemicarbazide (22814-92-2)

Guidance literature:

carbon disulfide; 4-chloro-aniline; With ammonium hydroxide; In ethanol; at 0 - 20 ℃; for 2.5h;

With sodium monochloroacetic acid; hydrazine hydrate; In ethanol; Heating;

DOI:10.1248/cpb.52.178

Reference yield:

N-(4-chlorophenyl)-S-methyldithiocarbamate (705-69-1) → 4-(p-chlorophenyl)-3-thiosemicarbazide (22814-92-2)

Guidance literature:

With hydrazine hydrate; at 50 ℃;

DOI:10.1016/j.bioorg.2014.04.002

upstream raw materials:

1-(4-chlorophenyl)-3-phenylthiourea

4-Chlorophenyl isothiocyanate

carbon disulfide

4-chloro-aniline

Downstream raw materials:

4-(4-chloro-phenyl)-1-(4-chloro-phenylcarbamoyl)-thiosemicarbazide

4-(4-chloro-phenyl)-5-thioxo-[1,2,4]triazolidin-3-one

C₁₆H₁₄ClN₃S

5-(p-chlorophenylamino)-1,3,4-thiadiazolium-2-thiolate

Refernces

• 1、 Hosseini-Yazdi, Seyed Abolfazl,Hosseinpour, Sara,Khandar, Ali Akbar,Kassel, W. Scott,Piro, Nicholas A.. "Copper(II) and nickel(II) complexes with two new bis(thiosemicarbazone) ligands: Synthesis, characterization, X-ray crystal structures and their electrochemistry behavior". . p. 124 - 130. Retrieved 2015.
• 2、 Pathan, Aishakhanam H.,Ramesh, Asha K.,Bakale, Raghavendra P.,Naik, Ganesh N.,Kumar, H.G. Rohit,Frampton, Christopher S.,Rao, Gopal M. Advi,Gudasi, Kalagouda B.. "Association of late transition metal complexes with ethyl 2-(2-(4-chlorophenylcarbamothioyl)hydrazono)propanoate: Design, synthesis and in vitro anticancer studies". . p. 216 - 224. Retrieved 2015.
• 3、 Khanfar, Mohammad A.. "Oxadiazol-based mTOR inhibitors with potent antiproliferative activities: synthetic and computational modeling". . . Retrieved 2022/01/11.