Mono-/?-hydroxyethylation amines

Difluoroamine is an efficient and direct deaminating agent for alipathic and aromatic prim, amines and certain sec. amines A convenient mono-/ -hydroxyethylation of amines has been reported... 

Without additional reagents Mono-/ -hydroxyethylation of amines via N-benzylidene and N-benzyl derivatives... 

All lene Oxides and Aziridines. Alkyleneamines react readily with epoxides, such as ethylene oxide [75-21-8] (EO) or propylene oxide [75-56-9] (PO), to form mixtures of hydroxyalkyl derivatives. Product distribution is controlled by the amine to epoxide mole ratio. If EDA, which has four reactive amine hydrogens, reacts at an EDA to EO mole ratio which is greater than 1 4, a mixture of mono-, di-, tri,-, and tetrahydroxyethyl derivatives of EDA are formed. A 10 1 EDA EO feed mole ratio gives predominandy 2-hydroxyethylethylenediamine [111-41-1], the remainder is a mixture of bis-(2-hydroxyethyl)ethylenediamines (7). If the reactive NH to epoxide feed mole ratio is less than one and, additionally, a strong basic catalyst is used, then oxyalkyl derivatives, like those shown for EDA and excess PO result (8,9). 

Cyclic amines react with oxirane to introduce 2-hydroxyethyl TV-substituents. The TV-hydroxyethyl-substituted cyclic amines form complexes with a wide range of cations, the formation constants being smaller than for the unsubstituted amine for the later (/-cations, larger for hard and large cations. Structures usually have some OH groups coordinated. Tetrakis(2-hydroxyethyl)-substituted cyclic tetraamines insert cations much more rapidly than the unsubstituted amines, and the complexes are also more rapidly demetallated in add. Studies with differing patterns of TV-hydroxyethyl substitution showed that at least two civ-hydroxyethyl groups were required for this rate enhancement, and no enhancement was observed for mono- or trans-bis-substituted tetraamines.122... 

Hydroxyethylation of amines, partial s. Mono-/ -hydroxy-ethylation... 

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