6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole

Base Information

• Chemical Name: 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole
• CAS No.: 1338574-32-5
• Molecular Formula: C₂₇H₁₈N₂S
• Molecular Weight: 402.519
• Mol file: 1338574-32-5.mol

Synonyms:6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole

Chemical Property of 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole

There total 10 articles about 6-[4-(N,N-diphenylamino)phenylethynyl]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: 77.0%

6-iodo-1,3-benzothiazole (654070-00-5) + 4-diphenylaminophenylacetylene (205877-26-5) → 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole (1338574-32-5)

Guidance literature:

6-iodo-1,3-benzothiazole; With copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

4-diphenylaminophenylacetylene; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo201411t

Reference yield:

6-iodobenzo[d]thiazol-2(3H)-one → 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole (1338574-32-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 36 h / Reflux; Inert atmosphere

2.1: hypophosphorous acid; potassium iodide; acetic acid / 0.75 h / 80 °C

3.1: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hypophosphorous acid; acetic acid; triethylamine; potassium iodide; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/acs.orglett.1c01861

Reference yield:

2-chloro-6-iodobenzothiazole (855282-75-6) → 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole (1338574-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hypophosphorous acid; potassium iodide; acetic acid / 0.75 h / 80 °C

2.1: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hypophosphorous acid; acetic acid; triethylamine; potassium iodide; In tetrahydrofuran;

DOI:10.1021/acs.orglett.1c01861

upstream raw materials:

6-iodo-1,3-benzothiazole

4-diphenylaminophenylacetylene

1,3-Benzothiazole

1,3-benzothiazol-6-amine