Benzenecarbothioamide, N-(4-methylphenyl)-

Base Information

• Chemical Name: Benzenecarbothioamide, N-(4-methylphenyl)-
• CAS No.: 5373-55-7
• Molecular Formula: C14H13NS
• Molecular Weight: 227.33
• DSSTox Substance ID: DTXSID50202012
• Nikkaji Number: J343.840F
• ChEMBL ID: CHEMBL1530880
• Mol file: 5373-55-7.mol

Synonyms:N-p-Tolylthiobenzamide;4'-Methylthiobenzanilide;p-Benzotoluidide, thio-;5373-55-7;Benzenecarbothioamide, N-(4-methylphenyl)-;N-(p-Tolyl)benzothioamide;N-(p-Methylphenyl)benzenecarbothioamide;N-p-Tolyl-thiobenzamide;N-(4-Methylphenyl)thiobenzamide;MLS000563970;CHEMBL1530880;N-(p-tolyl)benzenecarbothioamide;DTXSID50202012;HMS2564A08;AKOS000575174;NCGC00245146-01;SMR000175328

Chemical Property of Benzenecarbothioamide, N-(4-methylphenyl)-

Chemical Property:

• Vapor Pressure: 6.07E-05mmHg at 25°C
• Boiling Point: 345.7°C at 760 mmHg
• Flash Point: 162.8°C
• Density: 1.181g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 227.07687059
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=S)C2=CC=CC=C2

Technology Process of Benzenecarbothioamide, N-(4-methylphenyl)-

There total 26 articles about Benzenecarbothioamide, N-(4-methylphenyl)- 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-(4-methylphenyl)benzamide (582-78-5) → N-(4-methylphenyl)thiobenzamide (5373-55-7)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 50 ℃; for 2.5h;

DOI:10.1016/j.jfluchem.2014.08.013

Reference yield: 93.0%

benzaldehyde (100-52-7) + p-toluidine (106-49-0,12221-03-3) → N-(4-methylphenyl)thiobenzamide (5373-55-7)

Guidance literature:

With sulfur; In N,N-dimethyl-formamide; at 100 ℃; for 5h; Green chemistry;

DOI:10.1080/10426507.2013.769983

Reference yield: 84.0%

phenylacetic acid (103-82-2) + 1-methyl-4-nitrobenzene (99-99-0) → N-(4-methylphenyl)thiobenzamide (5373-55-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; sulfur; In neat (no solvent); at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c9ob01751h

upstream raw materials:

N-(4-methylphenyl)benzamide

Thiobenzoic acid O-ethyl ester

N-(4-methylphenyl)benzimidoyl chloride

4-N,N-dimethylamino-2-N-phenylamino-1-thia-3-azabutadiene

Downstream raw materials:

bis-(N-p-tolyl-benzimidoyl)-disulfane

N²-p-Toluolsulfonyl-N¹-p-tolylbenzamidin

6-methyl-2-phenylbenzoxazole

benzenecarbothioamide

Refernces

• 1、 Wu, Ke,Ling, Yichen,Ding, An,Jin, Liqun,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "A chromatography-free and aqueous waste-free process for thioamide preparation with Lawesson's reagent". . p. 805 - 812. Retrieved 2021/05/03.
• 2、 Henry, Martyn C.,Abbinante, Vincenzo Mirco,Sutherland, Andrew. "Iron-Catalyzed Regioselective Synthesis of 2-Arylbenzoxazoles and 2-Arylbenzothiazoles via Alternative Reaction Pathways". supporting information. p. 2819 - 2826. Retrieved 2020/04/10.