- α-Aminonitrile hydration in the presence of hydrogen peroxide in aqueous basic medium
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α-Aminonitriles are hydrated into α-aminoamides in the presence of hydrogen peroxide in sodic or ammoniacal basic medium. While the hydration mechanism is close to the mechanism described previously in the case of aromatic nitrites, we showed that, in weakly basic conditions, the amine function of α-aminonitrile is competitively oxidized via a peroxyimidic acid by an intramolecular process. In the case of 2-aminopropanenitrile, this reaction leads to pyruvamide oxime. Furthermore, the study of structurereactivity relationships in the hydration of aliphatic and aromatic monofunctional nitriles and α-aminonitriles showed that the reactivity of the substrates towards hydroperoxide onion, which mostly depends on inductive effects of the substituents, is sufficiently enhanced to allow hydration of tertiary α-aminonitriles with low steric hindrance and regioselective hydration of dissymmetric α-aminodinitriles. Eisevier,.
- Taillades, Jacques
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- Bleaching composition
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Bleaching (detergent) compositions are disclosed comprising a peroxide bleaching agent and a novel cationic peroxyacid bleach precursor having at least one of the following groups (A) and (B) : wherein R1 and R2 are each individually H, or a substituent group containing at least one carbon atom, provided that R1 and R2 are not both H. The novel bleach precursor of the cationic nitrile type shows no tendency to deliquesce under normal atmospheric conditions.
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- C-C - CONNECTIVE SYNTHESIS OF α-DIALKYLAMINO - KETONES FROM ALDEHYDES AND SEC.-AMINES
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A simple and efficient 3 - step synthesis of α-dialkylamino - ketones 3 starting from aldehydes and sec.-amines is described.The unsymmetrically aminoketones are obtained as pure regioisomers via reaction of metalated α-aminonitriles 1 with aldehydes, followed by thermal HCN-elimination/tautomerization.
- Enders, Dieter,Lotter, Hermann
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p. 639 - 642
(2007/10/02)
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- Process for producing dialkyl aminoacrylonitrile
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A process for producing a dialkyl aminoacrylonitrile by treating dimethylaminopropionitrile with a hydrogen acceptor in the presence of a dehydrogenation catalyst. The dialkylaminoacrylonitrile thus produced is converted to aminomethylene malonitrile, a known intermediate for thiamine.
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