2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole

Base Information

• Chemical Name: 2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole
• CAS No.: 28084-58-4
• Molecular Formula: C13H15NS3
• Molecular Weight: 281.467
• ChEMBL ID: CHEMBL2315299
• DSSTox Substance ID: DTXSID70571676
• Nikkaji Number: J2.867.118K
• Pharos Ligand ID: XTGRPXXDQD7M
• Wikidata: Q82459834
• Mol file: 28084-58-4.mol

Synonyms:2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole;28084-58-4;Benzothiazole, 2-(cyclohexyldithio)-;2-(Cyclohexyldisulfanyl)-1,3-benzothiazole;CHEMBL2315299;SCHEMBL8092636;DTXSID70571676;BUHXQMMNPJACLC-UHFFFAOYSA-N;BDBM50426068

Chemical Property of 2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 281.03666300
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)SSC2=NC3=CC=CC=C3S2

Technology Process of 2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole

There total 8 articles about 2-(Cyclohexyldisulfanyl)Benzo[D]Thiazole 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%

cyclohexyl carbamo(dithioperoxo)imidate hydrochloride (1421763-13-4) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-(cyclohexyldisulfanyl)benzo[d]thiazole (28084-58-4)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 4 - 20 ℃;

DOI:10.1021/jm301775s

Reference yield: 76.0%

Cyclohexanethiol (1569-69-3) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-(cyclohexyldisulfanyl)benzo[d]thiazole (28084-58-4) + di(benzothiazol-2-yl)disulfide (120-78-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃;

DOI:10.1021/acs.jmedchem.6b01025

Reference yield: 70.0%

Cyclohexanethiol (1569-69-3) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-(cyclohexyldisulfanyl)benzo[d]thiazole (28084-58-4)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In dichloromethane; acetonitrile; at 20 ℃; for 3h; Electrochemical reaction; Inert atmosphere;

DOI:10.1002/anie.201803464

upstream raw materials:

cyclohexane sulphenyl chloride

2-Mercaptobenzothiazole

Cyclohexanethiol

cyclohexyl carbamo(dithioperoxo)imidate hydrochloride

Downstream raw materials:

N-(2,6-dimethyl-phenyl)-2-thioxo-benzothiazole-3-carboximidothioic acid cyclohexyl ester

(2,6-dimethyl-phenyl)-dithiocarbonimidic acid benzothiazol-2-yl ester cyclohexyl ester

Refernces

• 1、 Huang, Pengfei,Wang, Pan,Tang, Shan,Fu, Zhuangjiong,Lei, Aiwen. "Electro-Oxidative S?H/S?H Cross-Coupling with Hydrogen Evolution: Facile Access to Unsymmetrical Disulfides". supporting information. p. 8115 - 8119. Retrieved 2018/06/04.
• 2、 Diraimondo, Thomas R.,Plugis, Nicholas M.,Jin, Xi,Khosla, Chaitan. "Selective inhibition of extracellular thioredoxin by asymmetric disulfides". . p. 1301 - 1310. Retrieved 2013/04/10.