2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole
• CAS No.: 81511-63-9
• Molecular Formula: C₁₆H₁₃N₃O₂S
• Molecular Weight: 311.364
• Mol file: 81511-63-9.mol

Synonyms:2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole

Chemical Property of 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole

There total 5 articles about 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole 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: 80.0%

N-chloroacetyl-aniline (587-65-5) + 2-Mercapto-5-phenyl-1,3,4-oxadiazole (3004-42-0) → 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole (81511-63-9)

Guidance literature:

2-Mercapto-5-phenyl-1,3,4-oxadiazole; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

N-chloroacetyl-aniline; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2021.116222

Reference yield: 49.0%

5-phenyl-1,3,4-oxadiazole-2(3H)-thione (3004-42-0) + N-chloroacetyl-aniline (587-65-5) → 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole (81511-63-9)

Guidance literature:

With potassium hydroxide; In ethanol; for 30h; Heating;

DOI:10.1023/A:1021265501115

Reference yield:

benzoic acid ethyl ester (93-89-0,99341-95-4) → 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole (81511-63-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrazine hydrate monohydrate / ethanol / Reflux

2.1: potassium hydroxide / ethanol / 0.17 h / Inert atmosphere

2.2: Reflux

2.3: 70 - 80 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With potassium carbonate; hydrazine hydrate monohydrate; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2021.116222

upstream raw materials:

5-phenyl-1,3,4-oxadiazole-2(3H)-thione

N-chloroacetyl-aniline

benzoic acid ethyl ester

benzoic acid hydrazide

Downstream raw materials:

indole

3-phenyl-2-thioxoimidazolidin-4-one

2-mercapto-3H-quinazolin-4-one

5,5-diphenyl bis 2,2-<1,3,4 oxadiazolo>

Refernces

• 1、 Galust'Yan,Ziyaev. "Interaction of 5-aryl-1,3,4-oxadiazoline-2(3H)-thiones with N-substituted chloroacetamides". . p. 1104 - 1109. Retrieved 2002.
• 2、 El-Sherief,Ghattas,Mahmoud,Abdel-Rahman. "Synthesis of some new 2-(N-substituted carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazoles and related compounds". . p. 1173 - 1176. Retrieved 2007/10/02.