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ChemicalBook CAS DataBase List 1,3,4-Oxadiazol-2(3H)-one, 5-(4-aminophenyl)-

1,3,4-Oxadiazol-2(3H)-one, 5-(4-aminophenyl)- synthesis

4synthesis methods
32058-82-5 Synthesis
5-(4-AMINOPHENYL)-1,3,4-OXADIAZOLE-2-TH&

32058-82-5
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$23.00/250mg

1,3,4-Oxadiazol-2(3H)-one, 5-(4-aminophenyl)-

113118-47-1
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Yield:-

Reaction Conditions:

with potassium phosphate;methyloxirane in water at 20;

Steps:

4.2. General procedure for the synthesis of 5-substituted-1,3,4-oxadiazole-2(3H)-ones (10)

General procedure: A mixture of the corresponding acylhydrazine (3 mmol), potassium phosphate (1.02 g, 3 mmol), and carbon disulfide (0.23 g, 3 mmol) in water (15 mL) was stirred at rt for 10 min. After refluxing for an additional 2-3 h, propylene oxide (0.18 g, 3 mmol) was added. Stirring was continued at rt until the intermediate convert completely (monitored by TLC, about 0.5-1 h), the mixture was extracted with EtOAc (3×10 mL). The combined organic layer was washed with water and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue was purified by recrystallization or silica gel column to afford the corresponding product 10a-l.

References:

Yan, Xu;Zhou, Shuo;Wang, Yuanqiang;Ge, Zemei;Cheng, Tieming;Li, Runtao [Tetrahedron,2012,vol. 68,# 38,p. 7978 - 7983] Location in patent:experimental part