Thiobenzanilide

Base Information

• Chemical Name: Thiobenzanilide
• CAS No.: 636-04-4
• Molecular Formula: C13H11 N S
• Molecular Weight: 213.303
• Hs Code.: 2930909090
• European Community (EC) Number: 211-248-6
• NSC Number: 2580
• DSSTox Substance ID: DTXSID3060908
• Nikkaji Number: J6.911F
• Mol file: 636-04-4.mol

Synonyms:Thiobenzanilide;636-04-4;N-Phenylthiobenzamide;N-Phenylbenzenecarbothioamide;N-Phenyl-thiobenzamide;N-Phenylbenzothioamide;Benzenecarbothioamide, N-phenyl-;BENZANILIDE, THIO-;USAF EK-2010;NSC 2580;EINECS 211-248-6;NSC2580;WLN: SUYR&MR;TimTec1_000058;N-phenyl-benzenecarbothioamide;SCHEMBL557621;DTXSID3060908;BOQKCADLPNLYCZ-UHFFFAOYSA-;HMS1534C14;NSC-2580;BBL000179;MFCD00022147;STK325363;AKOS004909077;CS-W014967;NCGC00175512-01;NCGC00175512-02;AS-57731;LS-27668;FT-0632701;P0233;T72751;AB01318972-02;N-phenylbenzenecN-Phenylthiobenzamidearbothioamide;A834436;BRD-K99087605-001-01-1

Chemical Property of Thiobenzanilide

Chemical Property:

• Vapor Pressure: 0.000168mmHg at 25°C
• Melting Point: 102°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 330.3°C at 760 mmHg
• PKA: 10.59±0.70(Predicted)
• Flash Point: 153.6°C
• PSA: 44.12000
• Density: 1.21g/cm³
• LogP: 3.54720
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 213.06122053
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Phenylthiobenzamide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=S)NC2=CC=CC=C2

Technology Process of Thiobenzanilide

There total 117 articles about Thiobenzanilide 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%

aniline (62-53-3) + thiobenzoyl 2-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl)sulfide (463962-26-7) → N-Phenylbenzothioamide (636-04-4)

Guidance literature:

With triethylamine; In benzene;

DOI:10.1039/b005911k

Reference yield: 98.0%

benzyl thiosulphate (6313-36-6) + aniline (62-53-3) → N-Phenylbenzothioamide (636-04-4)

Guidance literature:

With 1H-imidazole; sodium carbonate; dimethyl sulfoxide; at 135 ℃; for 48h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1039/c9ob00336c

Reference yield: 97.0%

N-phenyl benzoyl amide (93-98-1,5705-51-1) → N-Phenylbenzothioamide (636-04-4)

Guidance literature:

With Lawessons reagent; for 0.0333333h; microwave irradiation;

DOI:10.1021/ol990629a

upstream raw materials:

N-phenyl benzoyl amide

N-Benzylaniline

Benzophenone oxime

N,N-diphenylbenzamidine

Downstream raw materials:

bis-(α-phenyliminobenzyl) sulfide

N-phenyl-thiobenzimidic acid benzyl ester

N-benzoyl-N-thiobenzoyl-aniline

benzenethiosulfonic acid

Refernces

• 1、 Hong, Xin,Li, Guangchen,Szostak, Michal,Xing, Yangyang,Zhang, Jin,Zhao, Hui. "Chemoselective Transamidation of Thioamides by Transition-Metal-Free N?C(S) Transacylation". . . Retrieved 2022/02/25.
• 2、 Liu, Yinbo,Mo, Xiaofeng,Majeed, Irfan,Zhang, Mei,Wang, Hui,Zeng, Zhuo. "An efficient and straightforward approach for accessing thionoesters: Via palladium-catalyzed C-N cleavage of thioamides". supporting information. p. 1532 - 1537. Retrieved 2022/03/01.