2,2'-Dibenzoylaminodiphenyl disulfide

Base Information

• Chemical Name: 2,2'-Dibenzoylaminodiphenyl disulfide
• CAS No.: 135-57-9
• Molecular Formula: C26H20 N2 O2 S2
• Molecular Weight: 456.589
• Hs Code.: 2930909090
• European Community (EC) Number: 205-201-9
• UNII: 10X28GH3DL
• DSSTox Substance ID: DTXSID7041629
• Nikkaji Number: J45.508C
• Wikidata: Q27251165
• ChEMBL ID: CHEMBL118148
• Mol file: 135-57-9.mol

Synonyms:135-57-9;Bis(2-benzamidophenyl) disulfide;2,2'-Dithiobisbenzanilide;2,2'-Dibenzoylaminodiphenyl disulfide;Peptazin BAFD;Peptisant 1O;2,2'-Dibenzamidodiphenyl disulfide;Pepton 22;Bis(o-benzamidophenyl) disulfide;2',2'''-Dithiodibenzanilide;o,o'-Dibenzamidodiphenyl disulfide;N,N'-Dithiodi-o-phenylenedibenzamide;Di-o-benzamidophenyl disulphide;2',2'''-Dithiobisbenzanilide;Bis-o-benzoylaminofenyl-disulfid;o-(Benzoylamino)phenyl disulfide;Benzamide, N,N'-(dithiodi-2,1-phenylene)bis-;Benzamide, N,N'-(dithiodiphenylene)bis-;Benzanilide, 2',2'''-dithiobis-;N-[2-[(2-benzamidophenyl)disulfanyl]phenyl]benzamide;2,2'-Dibenzamido diphenyl disulfide;N,N'-(Dithiodi-2,1-phenylene)bisbenzamide;EINECS 205-201-9;BRN 0721443;UNII-10X28GH3DL;Bis-o-benzoylaminofenyl-disulfid [Czech];10X28GH3DL;CHEMBL118148;Bis(2-benzamidophenyl)disulfide;Di-O-benzamidodiphenyl disulfide;DTXSID7041629;C26H20N2O2S2;EC 205-201-9;3-13-00-00917 (Beilstein Handbook Reference);Bis[2-benzamidophenyl]disulfide;DTXCID5021629;CAS-135-57-9;Pepton-22;NOCTIZER SS;2,2-Dithiobisbenzanilide;2,2'-Dithiodibenzanilide;2-Benzamidophenyl disulfide;2,2\'-Dithiobisbenzanilide;SCHEMBL34933;2,2'-Dibenzamido-diphenyl-disulfid;Tox21_201711;Tox21_303466;BDBM50369603;MFCD00043806;AKOS001584775;2,2/'-Dibenzoylaminodiphenyl disulfide;C26-H20-N2-O2-S2;NCGC00249100-01;NCGC00257433-01;NCGC00259260-01;LS-27652;CS-0149865;D1102;FT-0622997;N,N'-[dithiobis(2,1-phenylene)]dibenzamide;Benzamida, N,N'-(ditiodi-2,1-fenileno) bis-;E75765;A806954;J-006721;N,N'-(Disulfanediylbis(2,1-phenylene))dibenzamide;N,N'-(DITHIODI-2,1-PHENYLENE)BIS(BENZAMIDE);Q27251165;N,N'-(2,2'-disulfanediylbis(2,1-phenylene))dibenzamide;N-(2-{[2-(benzoylamino)phenyl]disulfanyl}phenyl)benzamide;N-(2-([2-(Benzoylamino)phenyl]disulfanyl)phenyl)benzamide #

Chemical Property of 2,2'-Dibenzoylaminodiphenyl disulfide

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Melting Point: 143-146 °C
• Refractive Index: 1.6360 (estimate)
• Boiling Point: 489.8 °C at 760 mmHg
• PKA: 12.54±0.70(Predicted)
• Flash Point: 250 °C
• PSA: 108.80000
• Density: 1.35 g/cm³
• LogP: 7.13660
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• Water Solubility.: 48μg/L at 20℃
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 456.09662023
• Heavy Atom Count: 32
• Complexity: 553

Purity/Quality:

99.9% ^*data from raw suppliers

2,2''-Dithiobisbenzanilide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2SSC3=CC=CC=C3NC(=O)C4=CC=CC=C4
• Uses: 2,2''-Dithiobisbenzanilide has biological applications. It has been used as peptizing agent for rubber.

Technology Process of 2,2'-Dibenzoylaminodiphenyl disulfide

There total 12 articles about 2,2'-Dibenzoylaminodiphenyl disulfide 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: 98.0%

N-(2-mercaptophenyl)-benzamide (1020-40-2) → bis(2-benzoylaminophenyl) disulfide (135-57-9)

Guidance literature:

With 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; In ethanol; water; at 40 ℃; for 0.233333h; Temperature;

DOI:10.1039/c6ra01509c

Reference yield: 97.5%

1,3-Benzothiazole (95-16-9) + benzoyl chloride (98-88-4) → bis(2-benzoylaminophenyl) disulfide (135-57-9)

Guidance literature:

1,3-Benzothiazole; With sodium hydroxide; at 70 - 80 ℃; for 2.5h; Large scale;

With sodium hypochlorite; In tetrachloromethane; at 20 - 40 ℃; for 1h; Large scale;

benzoyl chloride; In trichlorofluoromethane; at 40 - 60 ℃; for 0.5h; Large scale;

Reference yield: 95.7%

benzoyl chloride (98-88-4) + 2-Aminophenyl disulfide (1141-88-4) → bis(2-benzoylaminophenyl) disulfide (135-57-9)

Guidance literature:

benzoyl chloride; 2-Aminophenyl disulfide; In chloroform; isopropyl alcohol; for 10h; Reflux; Large scale;

With triethylamine; In chloroform; isopropyl alcohol; at 20 ℃; for 5h; Large scale;

upstream raw materials:

benzoyl chloride

2-Aminophenyl disulfide

4'-Dimethylamino-2-benzamino-diphenylsulfid

2-amino-benzenethiol

Downstream raw materials:

3-benzoyl-2(3H)-benzothiazolone

2-Phenylbenzothiazole

N-(2-mercapto-phenyl)-N-picryl-benzamide

[Pt(2-benzamidobenzenethiolate)2(PPh₃)2]

Refernces

• 1、 -. "Industrialized preparation method of rubber peptizer DBD". Paragraph 0017; 0018; 0019; 0020. . Retrieved 2018/06/21.
• 2、 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 2016/04/05.