2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole

Base Information

• Chemical Name: 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole
• CAS No.: 220449-61-6
• Molecular Formula: C₁₉H₁₂ClNOS
• Molecular Weight: 337.829
• Mol file: 220449-61-6.mol

Synonyms:2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole

Chemical Property of 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole

There total 2 articles about 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole 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: 78.0%

phenylacetylene (536-74-3) + 5-acetyl2-(4'-chlorophenyl)-4-thiazolyl triflate (220449-51-4) → 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole (220449-61-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1246/cl.1999.59

Reference yield:

1-[2-(4-chloro-phenyl)-4-hydroxy-thiazol-5-yl]-ethanone → 2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole (220449-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 20 °C

2: 78 percent / Et₃N; CuI / Pd[PPh₃]4 / dimethylformamide / 12 h / 20 °C

With copper(l) iodide; 2,6-di-tert-butyl-4-methylpyridine; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution;

DOI:10.1002/(sici)1099-0690(199911)1999:11<3117::aid-ejoc3117>3.0.co;2-o

Reference yield: 96.0%

2-(4'-chlorophenyl)-4-ethynylphenyl-5-acetylthiazole (220449-61-6) → 2-(4-chloro-phenyl)-4-methyl-6-phenyl-thiazolo[5,4-c]pyridine

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 120h;

DOI:10.1246/cl.1999.59

upstream raw materials:

phenylacetylene

5-acetyl2-(4'-chlorophenyl)-4-thiazolyl triflate

Refernces

• 1、 Arcadi, Antonio,Attanasi, Orazio A.,Guidi, Barbara,Rossi, Elisabetta,Santeusanio, Stefania. "2-substituted 5-acetyl-4-thiazolyl triflates as useful building blocks for the preparation of functionalized thiazoles". . p. 3117 - 3126. Retrieved 2007/10/03.