2,2'-[methylenebis(thio)]bis-Benzothiazole

Base Information

• Chemical Name: 2,2'-[methylenebis(thio)]bis-Benzothiazole
• CAS No.: 6270-36-6
• Molecular Formula: C15H10N2S4
• Molecular Weight: 346.51
• Mol file: 6270-36-6.mol

Synonyms:Bis-benzothiazol-2-ylmercapto-methan;bis(benzothiazole-2-thiol)methane;benzothiazole,2,2'-[methylenebis(thio)]bis;F0046-0036;bis(benzothiazol-2-ylsulfanyl)methane;bis-benzothiazol-2-ylmercapto-methane;

Chemical Property of 2,2'-[methylenebis(thio)]bis-Benzothiazole

Chemical Property:

• PSA: 132.86000
• LogP: 5.74790

Purity/Quality:

99% ^*data from raw suppliers

2-{[(1,3-BENZOTHIAZOL-2-YLSULFANYL)METHYL]SULFANYL}-1,3-BENZOTHIAZOLE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2'-[methylenebis(thio)]bis-Benzothiazole

There total 8 articles about 2,2'-[methylenebis(thio)]bis-Benzothiazole 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: 81.2%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + 1,1-dibromomethane (74-95-3) → bis(benzothiazole-2-thiol)methane (6270-36-6)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 6h;

Reference yield: 79.0%

methyllithium lithium bromide + di(benzothiazol-2-yl)disulfide (120-78-5) → bis(benzothiazole-2-thiol)methane (6270-36-6)

Guidance literature:

methyllithium lithium bromide; di(benzothiazol-2-yl)disulfide; With chloro-trimethyl-silane; iodobromomethane; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; diethyl ether; water; chemoselective reaction;

DOI:10.1039/c5cc10280d

Reference yield: 79.0%

dichloromethane (75-09-2) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → bis(benzothiazole-2-thiol)methane (6270-36-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 17h; Heating;

DOI:10.1039/dt9960001531

upstream raw materials:

diiodomethane

sodium 2-mercaptobenzothiazole

potassium 2-mercaptobenzothiazolate

1,1-dibromomethane

Downstream raw materials:

2,2-bisbenzothiazol-2-ylthio-1-(p-tolyl)ethanol

1,1-bisbenzothiazol-2-ylthio-2-phenylethane

Refernces

• 1、 Pace, Vittorio,Pelosi, Azzurra,Antermite, Daniele,Rosati, Ornelio,Curini, Massimo,Holzer, Wolfgang. "Bromomethyllithium-mediated chemoselective homologation of disulfides to dithioacetals". supporting information. p. 2639 - 2642. Retrieved 2016/02/18.
• 2、 Matthews, Craig J.,Clegg, William,Elsegood, Mark R. J.,Leese, Troy A.. "Synthesis and crystal structures of some bis-benzimidazoles, -benzothiazoles and -benzoxazoles by an alternative route: Their complexation with copper(II) salts". . p. 1531 - 1538. Retrieved 2007/10/03.