Benzamidobenzenethiol

Base Information

• Chemical Name: Benzamidobenzenethiol
• CAS No.: 1020-40-2
• Molecular Formula: C13H11 N O S
• Molecular Weight: 229.302
• Hs Code.: 2930909090
• NSC Number: 57956
• UNII: 40QII77X49
• DSSTox Substance ID: DTXSID70144521
• Nikkaji Number: J358.841F
• Wikidata: Q27258351
• ChEMBL ID: CHEMBL3774514
• Mol file: 1020-40-2.mol

Synonyms:Benzamidobenzenethiol;n-(2-sulfanylphenyl)benzamide;1020-40-2;N-(2-Mercaptophenyl)benzamide;UNII-40QII77X49;40QII77X49;NSC57956;NSC 57956;NSC-57956;SCHEMBL333488;CHEMBL3774514;DTXSID70144521;Benzamide, N-(2-mercaptophenyl)-;A802097;Q27258351

Chemical Property of Benzamidobenzenethiol

Chemical Property:

• Vapor Pressure: 0.00195mmHg at 25°C
• Boiling Point: 291.4°Cat760mmHg
• Flash Point: 130°C
• PSA: 67.90000
• Density: 1.267g/cm³
• LogP: 3.30060
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.05613515
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2S

Technology Process of Benzamidobenzenethiol

There total 10 articles about Benzamidobenzenethiol 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: 91.0%

1-thiobenzoyloxy-2-(N-benzoylamino)benzene (1047-61-6) → N-(2-mercaptophenyl)-benzamide (1020-40-2)

Guidance literature:

With potassium hydroxide; In methanol; for 24h;

Reference yield:

2-amino-benzenethiol (137-07-5) + benzoic acid (65-85-0,8013-63-6) → N-(2-mercaptophenyl)-benzamide (1020-40-2) + bis(2-benzoylaminophenyl) disulfide (135-57-9)

Guidance literature:

2-amino-benzenethiol; With 4-methoxytrityl resin chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

benzoic acid; With diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

With triethylsilane; trifluoroacetic acid; In dichloromethane; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(01)00109-5

Reference yield:

benzoyl chloride (98-88-4) → N-(2-mercaptophenyl)-benzamide (1020-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 1.5 h / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.bmc.2016.03.021

upstream raw materials:

1-thiobenzoyloxy-2-(N-benzoylamino)benzene

2-amino-benzenethiol

benzoic acid

N-phenylbenzohydroxamic acid

Downstream raw materials:

7-thia-8-azabicyclo[4.2.0]octa-1,3,5-trien-8-yl(phenyl)methanone

2-Phenylbenzothiazole

bis(2-benzoylaminophenyl) disulfide

N-phenyl benzoyl amide

Refernces

• 1、 Uesato, Shinichi,Matsuura, Yoshihiro,Matsue, Saki,Sumiyoshi, Takaaki,Hirata, Yoshiyuki,Takemoto, Suzuho,Kawaratani, Yasuyuki,Yamai, Yusuke,Ishida, Kyoji,Sasaki, Tsutomu,Enari, Masato. "Discovery of new low-molecular-weight p53-Mdmx disruptors and their anti-cancer activities". . p. 1919 - 1926. Retrieved 2016.
• 2、 Mourtas, Spyros,Gatos, Dimitrios,Barlos, Kleomenis. "Solid phase synthesis of benzothiazolyl compounds". . p. 2201 - 2204. Retrieved 2007/10/03.