1-Cyclohexyl-3-phenylthiourea

Base Information

• Chemical Name: 1-Cyclohexyl-3-phenylthiourea
• CAS No.: 722-03-2
• Molecular Formula: C13H18 N2 S
• Molecular Weight: 234.365
• European Community (EC) Number: 666-660-2
• NSC Number: 131992,48676
• DSSTox Substance ID: DTXSID70934126
• Nikkaji Number: J104.290D
• ChEMBL ID: CHEMBL1910059
• Mol file: 722-03-2.mol

Synonyms:1-Cyclohexyl-3-phenylthiourea;722-03-2;1-Cyclohexyl-3-phenyl-2-thiourea;N-Cyclohexyl-N'-phenylthiourea;Thiourea, N-cyclohexyl-N'-phenyl-;Urea, 1-cyclohexyl-3-phenyl-2-thio-;3-cyclohexyl-1-phenylthiourea;CHEMBL1910059;1-Cyclohexyl-3-phenyl-2-thiourea,;15093-57-9;SCHEMBL5455050;1-Cyclohexyl-3-phenyl thiourea;DTXSID70934126;NSC48676;BDBM50356179;MFCD00021317;NSC-48676;NSC131992;STK873787;AKOS000431373;FS-4154;NSC-131992;CS-0322567;FT-0707225;N-Cyclohexyl-N'-phenylcarbamimidothioic acid;F71546;A837448;SR-01000395536;SR-01000395536-1

Chemical Property of 1-Cyclohexyl-3-phenylthiourea

Chemical Property:

• Vapor Pressure: 5.89E-05mmHg at 25°C
• Melting Point: 148 °C
• Boiling Point: 346.1°C at 760 mmHg
• PKA: 12.69±0.70(Predicted)
• Flash Point: 163.1°C
• PSA: 56.15000
• Density: 1.12g/cm³
• LogP: 3.76960
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 234.11906976
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

1-Cyclohexyl-3-phenyl-2-thiourea 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC(=S)NC2=CC=CC=C2
• Uses: 1-Cyclohexyl-3-phenyl-2-thiourea can be used as serine biosynthetic pathway inhibitors to treat cancer.

Technology Process of 1-Cyclohexyl-3-phenylthiourea

There total 22 articles about 1-Cyclohexyl-3-phenylthiourea 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: 97.0%

N-phenyl-O-phenylthiocarbamate (2423-29-2) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-N'-phenylthiourea (722-03-2)

Guidance literature:

In water; at 100 ℃; for 0.333333h; Green chemistry;

DOI:10.3184/174751916X14760947474916

Reference yield: 94.0%

cyclohexylamine (108-91-8,157973-60-9) + phenyl isothiocyanate (103-72-0) → N-cyclohexyl-N'-phenylthiourea (722-03-2)

Guidance literature:

In ethyl acetate; Ambient temperature;

DOI:10.1016/S0040-4020(97)00193-2

Reference yield: 90.0%

chloroform (67-66-3,8013-54-5) + cyclohexylamine (108-91-8,157973-60-9) + aniline (62-53-3) → N-cyclohexyl-N'-phenylthiourea (722-03-2)

Guidance literature:

chloroform; cyclohexylamine; With potassium tert-butylate; In 1,4-dioxane; tert-butyl alcohol; at 55 ℃; for 4h;

aniline; With sulfur; potassium tert-butylate; In 1,4-dioxane; tert-butyl alcohol; at 55 ℃; for 8h;

DOI:10.1021/acs.orglett.7b00819

upstream raw materials:

cyclohexylamine

phenyl isothiocyanate

aniline

isothiocyanatocyclohexane

Downstream raw materials:

3-Cyclohexyl-2-[(Z)-phenylimino]-thiazolidin-4-one

N-phenyl-N',N-dicyclohexylguanidine

(2-cyclohexylimino-4-oxo-3-phenyl-thiazolidin-5-yl)-acetic acid

N-cyclohexyl-2-benzothiazolamine

Refernces

• 1、 Mandal, Subhro,Pramanik, Animesh. "Facile synthesis of phthalidyl fused spiro thiohydantoins through silica sulfuric acid induced oxidative rearrangement of ninhydrin adducts of thioureas". . . Retrieved 2019/12/24.
• 2、 Srisa, Jakkrit,Tankam, Theeranon,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit. "Micelle-Enabled One-Pot Guanidine Synthesis in Water Directly from Isothiocyanate using Hypervalent Iodine(III) Reagents under Mild Conditions". . p. 3335 - 3343. Retrieved 2019/09/12.