73314-40-6

Basic information

• Product Name: 2-ethyl-5-phenyl-1,3,4-oxadiazole
• Synonyms: 2-ethyl-5-phenyl-1,3,4-oxadiazole
• CAS NO: 73314-40-6
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.1992
• Mol File: 73314-40-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-ethyl-5-phenyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-5-phenyl-1,3,4-oxadiazole(73314-40-6)
• EPA Substance Registry System: 2-ethyl-5-phenyl-1,3,4-oxadiazole(73314-40-6)

Safety Data

• Hazardous Substances Data: 73314-40-6(Hazardous Substances Data)

Upstream product

• 1528-34-3 N¹,N²-dipropionylhydrazine 
• 600-18-0 2-Oxobutyric acid 
• 613-94-5 benzoic acid hydrazide 
• 5447-96-1 1-bromo-1-nitropropane 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 123-62-6 propionic acid anhydride 
• 155164-66-2 2-benzoyl-4,5-dichloropyridazin-3(2H)-one 
• 123-38-6 propionaldehyde 
• 101971-71-5 Benzoic acid N'-propionyl-hydrazide 
• 93-97-0 benzoic acid anhydride 
• 115-80-0 Triethyl orthopropionate 
• 758-96-3 N,N-dimethyl-propanamide 

Relevant articles and documents

Electrochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from α-Keto Acids and Acylhydrazines Under Mild Conditions

1,3,4-Oxadiazoles are a kind of useful heterocycles which can be frequently found in materials and bioactive molecules. In this study, intermolecular electrochemical cyclization between α-keto acids and acylhydrazines has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles with the yield up to 91 %. This transformation can be run under mild reaction conditions in the absence of external oxidant, base and transition metal catalyst. Both symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles could be prepared according to the careful choice of the substrate combination. Gram scale synthesis also illustrates the potential application of this protocol in large preparation.

Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl

An efficient and inexpensive approach to the synthesis of 2-substituted and 2,5-disubstituted 1,3,4-oxadiazoles from arylhydrazides and orthoesters is reported using catalytic NH4Cl. The conditions are mild, and thus, compatible with a variety of functional groups. The optimized reaction is performed using 30 mol % of NH4Cl in 100% EtOH and is generally complete within 1 h for non-aromatic orthoesters and 2-10 h for aromatic orthoesters. The reaction permits both electron-releasing and electron-withdrawing groups on the arylhydrazide substrate. Most products are formed in high yields and require only minimal purification. Compared with earlier reports, the current reactions proceed in shorter time and require less of the orthoester.

High-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles

Applying continuous flow processing in a high-temperature/high-pressure regime (200-220 °C, 11-14 bar) 2,5-disubstituted-1,3,4-oxadiazoles are prepared in high yields within 5-10 min residence time by treatment of 5-substituted-1H-tetrazoles with anhydrides or acid chlorides as electrophiles (Huisgen reaction).