2-(Piperidinothio)benzothiazole

Base Information

• Chemical Name: 2-(Piperidinothio)benzothiazole
• CAS No.: 26773-65-9
• Molecular Formula: C12H14 N2 S2
• Molecular Weight: 250.389
• Hs Code.: 2934999090
• NSC Number: 203009
• UNII: 02EEJ0WP97
• DSSTox Substance ID: DTXSID00181287
• Nikkaji Number: J41.949D
• Wikidata: Q83051899
• Mol file: 26773-65-9.mol

Synonyms:2-(Piperidinothio)benzothiazole;26773-65-9;BENZOTHIAZOLE, 2-(PIPERIDINOTHIO)-;Benzothiazole, 2-(1-piperidinylthio)-;NSC 203009;Piperidine, 1-(2-benzothiazolylthio)-;BRN 0177529;02EEJ0WP97;NSC-203009;4-27-00-01869 (Beilstein Handbook Reference);NSC203009;benzothiazole,2-(1-piperidinylthio)-;UNII-02EEJ0WP97;SCHEMBL11545638;DTXSID00181287;AKOS024356477;WLN: T56 BN DSJ CS- AT6NTJ;LS-40808;2-(1-PIPERIDINYLTHIO)BENZOTHIAZOLE;N-PIPERIDYL-2-BENZOTHIAZOLESULFENAMIDE;2-BENZOTHIAZOLESULFENIC ACID PIPERIDIDE;BENZOTHIAZOLE, 2-(1-PIPERIDYLMERCAPTO)-;PIPERIDINE, 1-(2-BENZOTHIAZOLYLMERCAPTO)-

Chemical Property of 2-(Piperidinothio)benzothiazole

Chemical Property:

• Vapor Pressure: 2.1E-06mmHg at 25°C
• Boiling Point: 393.6°Cat760mmHg
• Flash Point: 191.8°C
• PSA: 69.67000
• Density: 1.31g/cm³
• LogP: 3.72720
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 250.05984080
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)SC2=NC3=CC=CC=C3S2

Technology Process of 2-(Piperidinothio)benzothiazole

There total 10 articles about 2-(Piperidinothio)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: 85.0%

piperidine (110-89-4) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → N-piperidin-2-benzothiazole sulfenamide (26773-65-9)

Guidance literature:

With iodine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1002/ejoc.202101165

Reference yield: 33.0%

piperidine (110-89-4) + 3-phenyl-propionaldehyde (104-53-0) + ethyl 2-(2-benzothiazolylsulfinyl)acetate (1365175-36-5) → N-piperidin-2-benzothiazole sulfenamide (26773-65-9) + (R)-ethyl 4-hydroxy-5-phenylpent-2-enoate + ethyl 4-hydroxy-5-phenylpent-2-enoate + 2-benzothiazolylthio-3-phenylpropanal (1365175-53-6)

Guidance literature:

In acetonitrile; at 20 ℃; for 5h; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tet.2012.01.057

Reference yield:

piperidine (110-89-4) + di(benzothiazol-2-yl)disulfide (120-78-5) → N-piperidin-2-benzothiazole sulfenamide (26773-65-9)

Guidance literature:

With sodium hypochlorite;

upstream raw materials:

piperidine

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

benzothiazole sulfenamide

di(benzothiazol-2-yl)disulfide

Downstream raw materials:

bis(piperidinothiocarbonyl)disulfide

di(benzothiazol-2-yl)disulfide

2-benzothiazolylthio-3-phenylpropanal

2-(piperidin-1-yl)benzo[d]thiazole

Refernces

• 1、 Dong, Zhi-Bing,Fan, Yong-Hao,Hao, Er-Jun,Hu, Zhi-Chao,Peng, Kang,Shi, Zhen,Wu, Yue-Xiao. "Iodine-Mediated Cross-Dehydrogenative Coupling of Heterocyclic Thiols with Amines: An Easy and Practical Formation of S?N Bond". . p. 5889 - 5894. Retrieved 2021/11/27.