2-Benzothiazolyl sulfide

Base Information

• Chemical Name: 2-Benzothiazolyl sulfide
• CAS No.: 4074-77-5
• Molecular Formula: C₁₄H₈N₂S₃
• Molecular Weight: 300.429
• European Community (EC) Number: 640-360-1
• DSSTox Substance ID: DTXSID401310583
• Nikkaji Number: J647.529I
• Mol file: 4074-77-5.mol

Synonyms:2,2'-sulfanediylbis(1,3-benzothiazole);4074-77-5;2-benzothiazolyl sulfide;benzothiazolyl thioether;2,2'-Thiobisbenzothiazole;di(2-benzothiazolyl) sulfide;2,2'-Thiobis[benzothiazole];SCHEMBL381557;Benzothiazole, 2,2'-thiobis-;DTXSID401310583;STL324419;AKOS022141582

Chemical Property of 2-Benzothiazolyl sulfide

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 299.98496178
• Heavy Atom Count: 19
• Complexity: 298

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=C2C(=C1)N=C(S2)SC3=NC4=CC=CC=C4S3

Technology Process of 2-Benzothiazolyl sulfide

There total 6 articles about 2-Benzothiazolyl sulfide 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: 44.0%

1,2,3-trimethoxybenzene (621-23-8) + di(benzothiazol-2-yl)disulfide (120-78-5) → 2-thioxo-3H-1,3-benzothiazole (149-30-4,81605-65-4) + 2-((2,4,6-trimethoxyphenyl)thio)benzo[d]thiazole (1242674-02-7) + 2,2'-thiobis(benzothiazole) (4074-77-5)

Guidance literature:

With trifluorormethanesulfonic acid; In acetonitrile; at 60 ℃; for 2h; Mechanism; Cooling with ice;

DOI:10.1021/jo501793q

Reference yield: 28.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2,2'-thiobis(benzothiazole) (4074-77-5) + di(benzothiazol-2-yl)disulfide (120-78-5) + 4-(Benzothiazol-2-ylsulfanyl)-2,3-dichloro-naphthalen-1-ol

Guidance literature:

In acetonitrile; for 48h; Ambient temperature;

DOI:10.1007/BF00807155

Reference yield: 23.0%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2,2'-benzothiazolyl (4271-09-4) + 2,2'-thiobis(benzothiazole) (4074-77-5) + di(benzothiazol-2-yl)disulfide (120-78-5)

Guidance literature:

With chloranil; In acetonitrile; for 96h; Ambient temperature;

DOI:10.1007/BF00807155

upstream raw materials:

2-thioxo-3H-1,3-benzothiazole

2,3-Dichloro-1,4-naphthoquinone

2-Mercaptobenzothiazole

benzo[d]thiazol-2-yl thiocyanate

Refernces

• 1、 Varun, Begur Vasanthkumar,Prabhu, Kandikere Ramaiah. "Regioselective thiolation of arenes and heteroarenes: C-H functionalization strategy for C-S bond formation". supporting information. p. 9655 - 9668. Retrieved 2015/01/16.