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Reaction of 3a, 5, 6a-Tripheny1-3, 3a-dihydro-2H-furo[3,2-b]-pyrrole-2,6 (6aH)-dione with Hydrazine, Phenylhydrazine, and Benzoylhydrazine

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Abstract In alcoholic solution, hydrazine derivatives attack 3a,5,6a-triphenyl-3,3a-dihydro-2H-furo-[3,2-b]pyrrole-2,6(6aH)-dione (1) first on the lactone-ring and then the keto group. At room temperature, the... reaction of 1 with hydrazine hydrate gave the hydrazino hydrazone 3a which extruded one mole of hydrazine in refluxing ethanol, giving the hydrazone 4a. The reaction with phenylhydrazine gave the hydrazide 5 at room temperature and the hydrazino hydrazone 3b in refluxing ethanol. Compound 3b could also be transformed thermally to the corresponding hydrazone 4b. Benzoylhydrazine formed the hydrazone 4c under more severe conditions. Compound 3b and 4b are solvatochromic, due to the azo-hydrazone tautomerism.show more

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Created Date 2010.06.12
Modified Date 2020.11.17

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