Benzothiazole, 2-(2-pyridyl)-

Base Information

• Chemical Name: Benzothiazole, 2-(2-pyridyl)-
• CAS No.: 716-80-3
• Molecular Formula: C12H8 N2 S
• Molecular Weight: 212.275
• NSC Number: 62611
• DSSTox Substance ID: DTXSID00221834
• Nikkaji Number: J41.948F
• Wikidata: Q72504644
• ChEMBL ID: CHEMBL1379011
• Mol file: 716-80-3.mol

Synonyms:716-80-3;2-(pyridin-2-yl)benzo[d]thiazole;BENZOTHIAZOLE, 2-(2-PYRIDYL)-;2-(Pyridin-2-yl)benzothiazole;2-(2-pyridyl)benzothiazole;2-pyridin-2-yl-1,3-benzothiazole;Benzothiazole, 2-(2-pyridinyl)-;2-(alpha-Pyridyl)benzothiazole;NSC 62611;2-(pyridin-2-yl)-1,3-benzothiazole;BRN 0151408;2-(2-Pyridinyl)benzothiazole;MLS000736697;C12H8N2S;4-27-00-07184 (Beilstein Handbook Reference);NSC62611;NCIOpen2_002777;2-(2'-pyridyl)benzothiazole;MLS000057976;SCHEMBL221431;CHEMBL1379011;DTXSID00221834;2-(.alpha.-Pyridyl)benzothiazole;HMS2381H21;HMS2780N08;C12-H8-N2-S;NSC-62611;STL326898;AKOS001044154;CCG-107038;LS-40816;SMR000063020;SMR000446921;CS-0210293;F88112;Z50128913

Chemical Property of Benzothiazole, 2-(2-pyridyl)-

Chemical Property:

• Vapor Pressure: 9.01E-06mmHg at 25°C
• Melting Point: 136-137℃
• Boiling Point: 384.5°C at 760 mmHg
• PKA: 1.29±0.19(Predicted)
• Flash Point: 182.9°C
• PSA: 54.02000
• Density: 1.288
• LogP: 3.35830
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 212.04081944
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

2-(Pyridin-2-yl)benzo[d]thiazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C3=CC=CC=N3

Technology Process of Benzothiazole, 2-(2-pyridyl)-

There total 3 articles about Benzothiazole, 2-(2-pyridyl)- 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: 90.0%

2-chloromethylpyridine (4377-33-7) + 2-iodophenylamine (615-43-0) → 2-(2'-pyridyl)benzothiazole (716-80-3)

Guidance literature:

With copper(II) acetate monohydrate; sodium carbonate; sulfur; In dimethyl sulfoxide; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.05.004

Reference yield: 85.0%

2-chloromethylpyridine (4377-33-7) + 2-Chloronitrobenzene (88-73-3) → 2-(2'-pyridyl)benzothiazole (716-80-3)

Guidance literature:

With N-methylcyclohexylamine; sulfur; at 110 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2017.07.013

Reference yield:

α-picoline (109-06-8) + N-methylaniline (100-61-8) → 2-(2'-pyridyl)benzothiazole (716-80-3) + pyridine-2-carbothioic acid-(N-methyl-anilide)

Guidance literature:

With sulfur;

upstream raw materials:

α-picoline

N-methylaniline

2-chloromethylpyridine

2-iodophenylamine

Downstream raw materials:

[Ru(η1-C6H2OH-2-CHNC6H4Me(p)-3-Me-5)(PPh3)2(CO)(2-(2-pyridyl)benzthiazole)](PF6)

[Ru(η1-C6H2OH-2-CHNC6H4Cl(p)-3-Me-5)(PPh3)2(CO)(2-(2-pyridyl)benzthiazole)](PF6)

[Ru(η1-C6H2OH-2-CHNC6H4OMe(p)-3-Me-5)(PPh3)2(CO)(2-(2-pyridyl)benzthiazole)](PF6)

Refernces

• 1、 Wang, Xin,Miao, Dazhuang,Li, Xiaotong,Hu, Renhe,Yang, Zhao,Gu, Ren,Han, Shiqing. "Elemental sulfur mediated cyclization via redox strategy: Synthesis of benzothiazoles from o-chloronitrobenzenes and benzyl chlorides". supporting information. p. 5194 - 5199. Retrieved 2017/07/28.