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首页> 外文期刊>Crystal growth & design >Salt forms of amides: Protonation and polymorphism of carbamazepine and cytenamide
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Salt forms of amides: Protonation and polymorphism of carbamazepine and cytenamide

机译：酰胺的盐形式：卡马西平和氰胺的质子化和多态性

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摘要

In situ generation of HCl or HBr in alcohol leads to O-protonation of the amide group of carbamazepine. Six salt phases have been produced using this method and their crystal structures determined by single crystal diffraction. A new polymorph of carbamazepine hydrochloride is described as are two polymorphs of carbamazepine hydrobromide. All are protonated at the amide O atom to give RC(OH)NH_2 cations. Prolonged exposure to air results in addition of water to the solid salt forms. Such hydration of carbamazepine hydrobromide simply gives a monohydrated phase, but similar treatment of the equivalent hydrochloride results in partial loss of HCl and the transfer of the remaining proton from the amide group to water to give [carbamazepine][H_ 3O]_(0.5)[Cl]_(0.5)·H_2O. A similar hydronium chloride species is the only product isolated after reaction of the carbamazepine analogue cytenamide with HCl generated in methanol.
机译：在酒精中原位生成HCl或HBr会导致卡马西平酰胺基团发生O质子化。使用这种方法已经产生了六个盐相，并且它们的晶体结构通过单晶衍射确定。一种新的盐酸卡马西平多晶型物被描述为是卡马西平氢溴酸盐的两种多晶型物。所有这些都在酰胺O原子上质子化，得到RC（OH）NH_2阳离子。长时间暴露在空气中会导致固态盐形式中加水。卡马西平氢溴酸盐的这种水合作用只会产生一水合相，但是对当量盐酸盐的类似处理会导致HCl的部分损失，并将剩余的质子从酰胺基团转移到水中，从而得到[卡马西平] [H_3O] _（0.5） [Cl] _（0.5）·H_2O。卡马西平类似物半胱胺与甲醇中生成的HCl反应后，唯一分离出的类似氯化氢盐物质。

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