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Reactivity of pyrrole pigments, III. Fragmentation of nitro derivatives of pyrrole pigments and its relationship to the Gmelin reaction

✍ Scribed by Ribó, Josep M. ;Trull, Francesc


Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
392 KB
Volume
1983
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The 5‐(arylnitromethylene)‐3‐pyrrolin‐2‐ones 1‐5, the 5‐nitrobilin‐1,19‐diones 7,8, and the 5‐nitropyrromethenone 6 are shown to decompose in acidic media to yield maleimides according to fragmentation reactions of nitronic acids. This fragmentation reaction elucidates the nature of the Gmelin reaction and the formation of the “Nitritkörper” (methylvinylmaleimide) by nitrous acid treatment of bilirubin.