Benzoxazole, 2,2'-dithiobis-

Base Information

• Chemical Name: Benzoxazole, 2,2'-dithiobis-
• CAS No.: 36993-70-1
• Molecular Formula: C14H8N2O2S2
• Molecular Weight: 300.362
• NSC Number: 48649
• DSSTox Substance ID: DTXSID50287021
• Nikkaji Number: J709.675E
• Wikidata: Q82022915
• Mol file: 36993-70-1.mol

Synonyms:benzoxazole, 2,2'-dithiobis-;36993-70-1;bis(benzoxazolyl) disulfide;NSC48649;SCHEMBL4188069;DTXSID50287021;NSC-48649

Chemical Property of Benzoxazole, 2,2'-dithiobis-

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 300.00271985
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)SSC3=NC4=CC=CC=C4O3

Technology Process of Benzoxazole, 2,2'-dithiobis-

There total 6 articles about Benzoxazole, 2,2'-dithiobis- 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%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 2-sulfanyl-1,3-benzoxazole (2382-96-9,118090-08-7) → 2-(4-chlorobenzylsulfanyl)benzoxazole (101094-63-7) + bis(2-benzoxazolyl) disulfide (36993-70-1)

Guidance literature:

With tetraethylammonium bromide; In acetonitrile; Ambient temperature; electrooxidation;

DOI:10.1080/00397919308011263

Reference yield: 87.0%

toluene-p-sulfonyl bromide (1950-69-2) + 2-sulfanyl-1,3-benzoxazole (2382-96-9,118090-08-7) → bis(2-benzoxazolyl) disulfide (36993-70-1) + S-(benzo[d]oxazol-2-yl) 4-methylbenzenesulfonothioate (87559-81-7)

Guidance literature:

With triethylamine; In tetrachloromethane; at 0 ℃; for 1h; Yields of byproduct given;

Reference yield: 45.0%

benzo[d]oxazole-2-(3H)-thione (2382-96-9) → benzoxazole (273-53-0,29791-96-6) + bis(2-benzoxazolyl) disulfide (36993-70-1)

Guidance literature:

With ozone; In dichloromethane; at 25 ℃;

DOI:10.1080/00397919608004633

upstream raw materials:

1-Chloro-4-(chloromethyl)benzene

2-sulfanyl-1,3-benzoxazole

toluene-p-sulfonyl bromide

benzo[d]oxazole-2-(3H)-thione

Downstream raw materials:

N-butylbenzo[d]oxazol-2-amine

2-(butylthio)benzo[d]oxazole

2-sulfanyl-1,3-benzoxazole

2-(Benzooxazol-2-ylsulfanylmethyl)-2-benzyl-3-phenyl-propan-1-ol

Refernces

• 1、 Saladino, Raffaele,Crestini, Claudia,Occhionero, Francesca,Nicoletti, Rosario. "Ozonation of thioamide containing heterocycles. A new general and selective procedure for the synthesis of C-2 substituted heteroazole derivatives". . p. 3241 - 3251. Retrieved 2007/10/03.
• 2、 Niyazymbetov,Konyushkin,Niyazymbetova,Litvinov,Petrosyan. "Electrooxidation of thiols in the presence of halide ions - A facile preparative method for synthesis of disulfides". . p. 1659 - 1665. Retrieved 2007/10/02.