Safety of Iminodibenzyl, Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation. 494-19-9, Name is Iminodibenzyl, SMILES is C12=CC=CC=C1CCC3=CC=CC=C3N2, belongs to pyrrolines compound. In a article, author is Rostovskii, Nikolai, V, introduce new discover of the category.
Acid-catalyzed rearrangement of 1-acyl-2-azabuta-1,3-dienes to 4-pyrrolin-2-ones
1-Acyl-2-azabuta-1,3-dienes underwent rearrangement to 4-pyrrolin-2-ones in the presence of acidic catalysts (silica gel or ZnCl2) and water. The reaction proceededviathe formation of 2,3-dihydroxy-3,4-dihydropyrrole and 2-hydroxy-2H-pyrrole intermediates, the latter of which was transformed by [1,5]-sigmatropic shift of carbonyl substituent and prototropic isomerization. 4-Chloro-substituted 1-acetyl-2-azabuta-1,3-dienes were stable toward rearrangement, while brominated analogs rearranged into 4-pyrrolin-2-ones, probably as a result of the initial radical hydrodebromination. According to calculations performed at the DFT level, two steps of the reaction were catalyzed by acid: the cyclization of 2-azabutadiene and the sigmatropic shift in the 2-hydroxy-2H-pyrrole intermediate.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem