The Cathodic Cleavage of the Nitrobenzoyl Group from Protected Aliphatic Amines in N,N-Dimethylformamide

Abstract

A redução eletroquímica de aminas alifáticas protegidas pelo grupo 4-e 3-nitrobenzoila em N,N-dimetilformamida foi estudada. Os compostos são reduzidos em duas etapas catódicas. A primeira em aproximadamente -1 V vs. ECS ocorre com a formação de radicais ânions relativamente estáveis, envolvendo a transferência de um elétron. A redução ao diânion ocorre no intervalo de -1,5 e -2,0 V vs. ECS por um processo ECE, conduzindo à clivagem da ligação CN com rendimentos acima de 50%.The electrochemical reduction of aliphatic amines protected by the 4-and 3-nitrobenzoyl group in N,N-dimethylformamide was reported. The compounds are reduced in two cathodic steps. The first one at about -1 V vs. SCE occurs with the formation of the rather stable anion radicals, involving one electron transfer . The reduction to dianion occurs at potentials between -1.5 and -2.0 V vs. SCE by an ECE process and leads to cleavage of the CN bond in yields above 50%. FAPESP helped in meeting the publication costs of this article Figure 3. Cyclic voltammograms of N-N-butyl-4-nitrobenzamide 10 mmol dm -3 . (---) before, (-) after electrolysis. Potential scan rate 0.10 V s -1 . (I) -1.25 V vs. SCE; (II) -2.07 V vs. SCE.

Difficult Diagnosis of Minimal-deviation Adenocarcinoma of the Uterine Cervix: a Case Report and Review of the Literature.

“…Silverberg SG and colleagues believed that the survival rates of MDA were similar to invasive adenocarcinoma at the same clinical stages [2]. 26 cases of MDA reviewed by Gilks CB et al proposed a poor prognosis of MDA [20]. They also considered that early diagnosis and treatment could improve the relatively good prognosis of MDA.…”

“…Therefore, early diagnosis di culties often lead to delayed diagnosis. The prognosis of advanced MDA was usually poor [7,20]. The most reliable criteria for assessing the malignant nature of minimal deviation adenocarcinoma was the haphazard arrangement of the glandular clumps, beyond the normal range of the endometrial glands (depth > 7 mm), and the occasional mitotic gures of the glandular epithelium [7].…”