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

Base Information

• Chemical Name: 2-(Pyrrolidin-1-yl)benzo[d]thiazole
• CAS No.: 19983-29-0
• Molecular Formula: C₁₁H₁₂N₂S
• Molecular Weight: 204.296
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID701303511
• Nikkaji Number: J1.249.645A
• Mol file: 19983-29-0.mol

Synonyms:19983-29-0;2-(pyrrolidin-1-yl)benzo[d]thiazole;2-(pyrrolidin-1-yl)-1,3-benzothiazole;Benzothiazole, 2-(1-pyrrolidinyl)- (8CI,9CI);2-pyrrolidin-1-yl-1,3-benzothiazole;2-Pyrrolizinobenzothiazole;Oprea1_306633;SCHEMBL8526236;2-(1-Pyrrolidinyl)benzothiazole;DTXSID701303511;EN300-138445

Chemical Property of 2-(Pyrrolidin-1-yl)benzo[d]thiazole

Chemical Property:

• PSA: 44.37000
• LogP: 2.96150
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.07211956
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

2-(pyrrolidin-1-yl)-1,3-benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=NC3=CC=CC=C3S2

Technology Process of 2-(Pyrrolidin-1-yl)benzo[d]thiazole

There total 31 articles about 2-(Pyrrolidin-1-yl)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: 98.0%

pyrrolidine (123-75-1) + 2-chlorobenzo[d][1,3]thiazole (615-20-3) → 2-(pyrrolidin-1-yl)benzo[d]thiazole (19983-29-0)

Guidance literature:

With potassium phosphate; (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; copper(II) acetate monohydrate; In water; at 30 ℃; for 22h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.1c00845

Reference yield: 98.0%

pyrrolidine (123-75-1) + 1-iodo-2-isocyanobenzene → 2-(pyrrolidin-1-yl)benzo[d]thiazole (19983-29-0)

Guidance literature:

With 1,10-Phenanthroline; potassium sulfide; copper(l) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Schlenk technique;

DOI:10.1039/c6ob02413k

Reference yield: 97.0%

pyrrolidine (123-75-1) + 2-methylmercaptobenzothiazole (615-22-5) → 2-(pyrrolidin-1-yl)benzo[d]thiazole (19983-29-0)

Guidance literature:

With potassium hexamethylsilazane; In toluene; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201500226

upstream raw materials:

pyrrolidine

2-chlorobenzo[d][1,3]thiazole

2-Mercaptobenzothiazole

1-Methylpyrrolidine

Refernces

• 1、 Xu, Juan,Li, Jiarong,Wei, Zhen,Zhang, Qi,Shi, Daxin. "Direct amination of azoles using CuCl2 complexes of amines under mild conditions". . p. 9622 - 9624. Retrieved 2013.
• 2、 Fan, Xin-Heng,Li, Gang,Yang, Lian-Ming. "Room-temperature nickel-catalyzed amination of heteroaryl/aryl chlorides with Ni(II)-(σ-Aryl) complex as precatalyst". . p. 2482 - 2484. Retrieved 2011.
• 3、 Dandela, Rambabu,Desai, Aman A.,Kapdi, Anant R.,Kori, Santosh,Maity, Dilip K.,Parmar, Udaysinh,Somvanshi, Dipesh. "Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System". . p. 8900 - 8925. Retrieved 2021/07/20.
• 4、 Han, Dongyang,Li, Sasa,Xia, Siqi,Su, Mincong,Jin, Jian. "Nickel-Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive". supporting information. p. 12349 - 12354. Retrieved 2020/09/09.