52770-91-9

Upstream product

• 7788-14-9 5-phenyl-1,2,4-oxadiazol-3-amine 
• 108-24-7 acetic anhydride 
• 58455-03-1 3-(benzoylamino)-5-methyl-1,2,4-oxadiazole 

Downstream Products

• 58287-41-5 3-benzoylamino-5-methyl-1,2,4-thiadiazole 
• 58455-03-1 3-(benzoylamino)-5-methyl-1,2,4-oxadiazole 
• 3916-80-1 2-(acetylamino)-5-phenyl-1,3,4-oxadiazole 

Relevant academic research and scientific papers

Experimental and DFT studies on competitive heterocyclic rearrangements. Part 2: A one-atom side-chain versus the classic three-atom side-chain (Boulton-Katritzky) ring rearrangement of 3-acylamino-1,2,4-oxadiazoles

(Chemical Equation Presented) The experimental investigation of the base-catalyzed rearrangements of 3-acylamino-1,2,4-oxadiazoles evidenced a new reaction pathway which competes with the well-known ring-degenerate Boulton-Katritzky rearrangement (BKR). T

Studies on azole-to-azole interconversions. Substituent effects on the ring-degenerate equilibration between 3-aroylamino-5-methyl-1,2,4-oxadiazoles and 3-acetylamino-5-aryl-1,2,4-oxadiazoles

The title reaction has been studied both in CD3OD and (t)BuOK/CD3OD by means of 1H NMR measurements. The equilibrium composition and the effect exerted thereon by X-substituents in the aryl moiety have been found to be quite different whether neutral or anionic forms are involved. In the first case the effect of X is meager and 3-acetylamino-1,2,4-oxadiazoles are more stable than the 3-aroylamino-5-methyl isomers. Vice-versa, when anions are involved the substituent effect is remarkable and the equilibrium can be, for strongly electron-withdrawing X-groups, even largely shifted towards the anions of the 3-aroylamino-5-methyl-1,2,4-oxadiazoles.