(E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline

Base Information

• Chemical Name: (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline
• CAS No.: 260803-83-6
• Molecular Formula: C₂₂H₁₈ClNO₂S₂
• Molecular Weight: 427.975
• Mol file: 260803-83-6.mol

Synonyms:(E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline

Chemical Property of (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline

There total 5 articles about (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline 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: 76.0%

N-{2-[3-(3-chloro-phenyl)-prop-2-ynylsulfanyl]-phenyl}-4-methyl-benzenesulfonamide (260803-93-8) → (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline (260803-83-6)

Guidance literature:

With copper(l) iodide; triethylamine; In tetrahydrofuran; for 36h; Heating;

DOI:10.1021/ol990165g

Reference yield:

3-(2-aminophenylthio)prop-1-yne (58432-15-8) → (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline (260803-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / acetonitrile / 24 h / 20 °C

2: pyridine / CH₂Cl₂ / 10 h / 20 °C

3: 76 percent / CuI; Et₃N / tetrahydrofuran / 36 h / Heating

With pyridine; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo001783+

Reference yield:

3-iodochlorobenzene (625-99-0) → (E)-2-[-2-(m-chloro)styryl]-3-tosylbenzothiazoline (260803-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / acetonitrile / 24 h / 20 °C

2: pyridine / CH₂Cl₂ / 10 h / 20 °C

3: 76 percent / CuI; Et₃N / tetrahydrofuran / 36 h / Heating

With pyridine; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo001783+

upstream raw materials:

N-{2-[3-(3-chloro-phenyl)-prop-2-ynylsulfanyl]-phenyl}-4-methyl-benzenesulfonamide

3-iodochlorobenzene

3-(2-aminophenylthio)prop-1-yne

2-amino-benzenethiol

Downstream raw materials:

(E)-3-(3-chlorophenyl)propenal

3-(3-chlorophenyl)acrylaldehyde

Refernces

• 1、 Nandi, Bidisha,Kundu, Nitya G.. "Heteroannulation through copper catalysis: A novel cyclization leading to a highly regio- and stereoselective synthesis of 2-substituted benzothiazolines". . p. 235 - 238. Retrieved 2007/10/03.