SU309600A1 - Method of preparing alpha-methyl-1-adamantylmethylamine chlorohydrate - Google Patents
Method of preparing alpha-methyl-1-adamantylmethylamine chlorohydrate Download PDFInfo
- Publication number
- SU309600A1 SU309600A1 SU691384393A SU1384393A SU309600A1 SU 309600 A1 SU309600 A1 SU 309600A1 SU 691384393 A SU691384393 A SU 691384393A SU 1384393 A SU1384393 A SU 1384393A SU 309600 A1 SU309600 A1 SU 309600A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- methyl
- adamantylmethylamine
- chlorohydrate
- preparing alpha
- formic acid
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Изобретение относитс к новому способу получени известного противо вирусного препарата - хлоргидрата с -метил-1-адамантилметиламина обще фэрму.пы Сн-СНз ЛНгНйь Известно, что соединение (1) пол чают из 1-адамантилиадтилкетона приготовлением и i последующим восстано влением его оксима и превращением полученного амина в хлоргидрат. Однако этот способ технологическ сложен и дорог. Дл приготовлени оксима 1-адамантилметилкетона необходима большие количества этанола. Оксим восстанавливают при помощи дорогого и дефицитного литий-адноминий гидрида или другого восстановител , способного восстановить вообщ оксикы кетонов, а это вл етс слож ной технологической операцией. Полу ченный гииин после восстановлени оксима экстрагируют и экстраты насы щают хлористым водородом. взаимодействию с муравьинокислым ам энием или формамидом или его смесью с муравьиной кислотой при температуре не выше температуры кипени реакционной сре.цы с последугощим сол нокислым гидролизом и отделением осадка целевого продукта. Реакцию 1-адамантилметилкетона с муравьинокис.лым аммонием провод т при нагревании обеих компонентов не выше точки кипени смеси или в растворе диэтиленгликол при кип чении реакционной массы. Аналогично реакци протекает между 1-адамантилметилкетоном и формамидом в присутствии муравьиной кислоты при температуре кипени смеси, поскольку аммиак (образующийс при разложении фсчрмамида) с муравьиной кислотой образует муравьинокислый аммоний, который восстанавливает промежуточный продукт реакции кетона с формамидом до соответствующего формиламина так же, как и в первом случае восстанавливал продукт реакции кетона с аммиаком, который первоначально образовалс из муравьинокислого аммони .This invention relates to a new method for the preparation of a known anti-viral drug, c-methyl-1-adamantylmethylamine hydrochloride, generally known as ferm. Sn-CH3NHNIy, It is known that compound (1) is prepared from 1-adamantiliadtilketone by preparation and followed by the recovery of its oxime and its oxime and i derived amine in hydrochloride. However, this method is technologically complex and expensive. Large amounts of ethanol are needed to prepare 1-adamantyl methyl ketone oxime. Oxime is reduced with the help of expensive and scarce lithium-adnomine hydride or other reducing agent capable of reducing the total oxyc of ketones, and this is a complex technological operation. After reduction of the oxime, the obtained hyinein is extracted and the extracts are saturated with hydrogen chloride. interaction with formic acid or formamide or its mixture with formic acid at a temperature not higher than the boiling point of the reaction medium, followed by hydrochloric acid hydrolysis and separation of the precipitate of the target product. The reaction of 1-adamantyl methyl ketone with formic ammonium is carried out by heating both components not higher than the boiling point of the mixture or in diethylene glycol solution while boiling the reaction mass. Similarly, the reaction proceeds between 1 adamantilmetilketonom and formamide in the presence of formic acid at reflux temperature the mixture as ammonia (the formed upon decomposition fschrmamida) with formic acid forms ammonium formate, which restores the intermediate ketone reaction with formamide to the corresponding formylamino same manner as in In the first case, the reaction product of a ketone with ammonia, which was originally formed from ammonium formate, was reduced.
Claims (1)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU691384393A SU309600A1 (en) | 1969-12-12 | 1969-12-12 | Method of preparing alpha-methyl-1-adamantylmethylamine chlorohydrate |
| BE782052A BE782052A (en) | 1969-12-12 | 1972-04-13 | PROCESS FOR THE PREPARATION OF ALPHA-METHYL-1-ADAMANTHYLMETHYLAMINE HYDROCHLORIDE AND PRODUCT OBTAINED |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU691384393A SU309600A1 (en) | 1969-12-12 | 1969-12-12 | Method of preparing alpha-methyl-1-adamantylmethylamine chlorohydrate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU309600A1 true SU309600A1 (en) | 1980-02-05 |
Family
ID=20448642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU691384393A SU309600A1 (en) | 1969-12-12 | 1969-12-12 | Method of preparing alpha-methyl-1-adamantylmethylamine chlorohydrate |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU309600A1 (en) |
-
1969
- 1969-12-12 SU SU691384393A patent/SU309600A1/en active
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