- 1,3,5-Trialkyl-hexahydro-1,3,5-triazines-N-methylenealkylamines equilibria. 1H NMR studies in solutions
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The behavior of 1,3,5-trialkyl-1,3,5-hexahydrotriazines (A) in a variety of solvents was investigated by 1H NMR. A are stable for linear alkyls in deuterated solvents such as chloroform, benzene, acetone, dioxane, dimethylsulfoxide and acetonitrile. In case of branched alkyls, A are in equilibrium with N-methylenealkylamines (B). The A/B ratio depends on solvent, concentration of the sample and temperature. A react easily with methanol and lead to the formation of N-(methoxymethyl)amines (C), which are in equilibrium with B. Both the quantitative evaluation of A-B equilibrium in solutions as well as the formation of C in methanol was described for the first time.
- Adamczyk-Wo?niak, Agnieszka,Bujnowski, Krzysztof,Sporzyński, Andrzej
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p. 177 - 181
(2009/03/12)
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- Convenient procedure for one-pot conversion of azides to N-monomethylamines
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One-pot conversion of azides to N-monomethylamines is described. Two optional protocols have been developed, which share the first stage, the reaction of an azide with (CH3)3P to generate the corresponding iminophosphorane. This Staudinger intermediate, thus generated, is either methylated with CH3I and hydrolyzed (method A), or treated with (HCHO)n and reduced with NaBH4 (method B), thereby giving the corresponding N-monomethylamine in high yield.
- Kato,Ohmori,Suzuki
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p. 1003 - 1005
(2007/10/03)
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