19932-93-5

Basic information

• Product Name: 3-(4-chlorophenyl)-1,2,4-oxadiazol-5(2H)-one
• Synonyms: 3-(4-chlorophenyl)-1,2,4-oxadiazol-5-ol;3-(4-chlorophenyl)-2H-1,2,4-oxadiazol-5-one;3-(4-Chlorophenyl)-1,2,4-oxadiazol-5(2h)-one
• CAS NO: 19932-93-5
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 196.5905
• Mol File: 19932-93-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 267.875°C at 760 mmHg
• Flash Point: 115.807°C
• Density: 1.55g/cm³
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: 3-(4-chlorophenyl)-1,2,4-oxadiazol-5(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-1,2,4-oxadiazol-5(2H)-one(19932-93-5)
• EPA Substance Registry System: 3-(4-chlorophenyl)-1,2,4-oxadiazol-5(2H)-one(19932-93-5)

Safety Data

• Hazardous Substances Data: 19932-93-5(Hazardous Substances Data)

Usage

Heterocyclic compound

It contains an oxadiazole ring and a chlorophenyl group

Potential applications

Medicinal chemistry, pharmaceuticals, and as a building block in the synthesis of other organic compounds

Biological activities

Exhibits promising biological activities

Research interest

Studying the structure-activity relationships of heterocyclic compounds and their potential therapeutic uses

Upstream product

• 5033-28-3 4-chloro-N-hydroxybenzimidamide 
• 79-22-1 methyl chloroformate 
• 5033-28-3 4-chlorobenzamidoxime 
• 541-41-3 chloroformic acid ethyl ester 
• 1073-67-2 4-vinylbenzyl chloride 
• 616-38-6 carbonic acid dimethyl ester 
• 623-03-0 4-Cyanochlorobenzene 
• 530-62-1 1,1'-carbonyldiimidazole 
• 5033-28-3 4-chloro-N'-hydroxybenzimidamide 

Downstream Products

• 92400-78-7 3-(4-chlorophenyl)-4-methyl-1,2,4-oxadiazol-5(4H)-one 
• 81817-23-4 3-(4-chlorophenyl)benzo[e][1,2,4]triazine 

Relevant articles and documents

Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts

Here, we report the method for copper-catalyzed N-arylation of diverse oxadiazolones by diaryliodonium salts under mild conditions in high yields (up to 92%) using available CuI as a catalyst. The developed method allows utilizing both symmetric and unsymmetric diaryliodonium salts bearing auxiliary groups such as 2,4,6-trimethoxyphenyl (TMP). We found that the steric effects in aryl moieties determined the chemoselectivity of N- and O-arylation of the 1,2,4-oxadiazol-5(4H)-ones. Mesityl-substituted diaryliodonium salts demonstrated the high potential as a selective arylation reagent. The structural study suggests that steric accessibility of N-atom in 1,2,4-oxadiazol-5(4H)-ones impact to arylation with sterically hindered diaryliodonium salts. The synthetic application of proposed method was also demonstrated on selective arylation of 1,3,4-oxadiazol-2(3H)-ones and 1,2,4-oxadiazole-5-thiol. (Figure presented.).

COMPOUNDS

A compound for use in the treatment of a disease ameliorated by the inhibition of Notum of formula (I): (I)

Tert-Butyl Nitrite Mediated Synthesis of 1,2,4-Oxadiazol-5(4 H)-ones from Terminal Aryl Alkenes

tert-Butyl nitrite (TBN) mediated synthesis of 3-aryl-1,2,4-oxadiazol-5(4H)-ones has been accomplished using terminal aryl alkenes via a biradical reaction intermediate. Three consecutive sp2 C-H bond functionalizations of styrenes afforded 3-phenyl-1,2,4-oxadiazol-5(4H)-ones via the formation of new C?N, C?O, C-O, and two C-N bonds. Both of the N atoms originate from TBN, while the carbonyl oxygen is from the water (moisture) the other oxygen from the N?O part of the TBN.