SU777029A1 - Method of preparing 2,6-dihydro-2,6-dimethyl-4-imino-1,3,5-thiadiazine - Google Patents
Method of preparing 2,6-dihydro-2,6-dimethyl-4-imino-1,3,5-thiadiazine Download PDFInfo
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- SU777029A1 SU777029A1 SU792723405A SU2723405A SU777029A1 SU 777029 A1 SU777029 A1 SU 777029A1 SU 792723405 A SU792723405 A SU 792723405A SU 2723405 A SU2723405 A SU 2723405A SU 777029 A1 SU777029 A1 SU 777029A1
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- dimethyl
- thiadiazine
- imino
- dihydro
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- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Description
1one
Изобретение относитс к области синтеза азотсерусодержащих гетероциклов, конкретнее к синтезу ранее не известного соединени 2,6-дигидро-2,6-диметил-4-имино-1 ,3,5-тиадиазина формулы I.The invention relates to the synthesis of nitrogen-containing heterocycles, more specifically to the synthesis of a previously unknown compound 2,6-dihydro-2,6-dimethyl-4-imino-1, 3,5-thiadiazine of formula I.
NH NH
Рассматрива новое соединение как циклическое производное гуанидина, можно предлоложить, что 2,6-дигидро-2,6-диметил-4-имино-1 ,3,5-тиадиазин окажетс биологически активным соединением, так как известно, что производные гуанидина широко используютс как пестициды и лекарственные препараты, а также обладают бактерицидной активностью.Considering a new compound as a cyclic guanidine derivative, it can be suggested that 2,6-dihydro-2,6-dimethyl-4-imino-1, 3,5-thiadiazine will be a biologically active compound, since it is known that guanidine derivatives are widely used as pesticides and drugs, and also have bactericidal activity.
Известен способ получени 2-тиотетрагидро-1 ,3,5-тиадиазинов взаимодействием амина с сероуглеродом с последующим добавлением раствора формалина и соответствующей аминокислоты 1.A known method for producing 2-thiotetrahydro-1, 3,5-thiadiazines by reacting an amine with carbon disulfide followed by the addition of a solution of formalin and the corresponding amino acid 1.
Однако указанна реакци приводит к получению тиотетрагидро-1,3,5-тиадиазинов .However, this reaction results in thiotetrahydro-1,3,5-thiadiazines.
Целью изобретени вл етс разработка удобного в препаративном отношении способа получени ранее не описанного производного гидрированного 1,3,5-тиадиазина.The aim of the invention is to develop a preparatively convenient method for preparing a previously undescribed hydrogenated 1,3,5-thiadiazine derivative.
Поставленна цель достигаетс описываемым способом получени соединени I, 5 заключающимс в том, что 2,3,6-тригидро2 ,6-диметил-4-имино-1,3,5-дитиазин или его нитрат подвергают взаимодействию с водным раствором аммиака при 20-75°С.The goal has been achieved by the described method for the preparation of compound I, 5 which consists in the fact that 2,3,6-trihydro2, 6-dimethyl-4-imino-1,3,5-dithiazine or its nitrate is reacted with an aqueous solution of ammonia at 20 75 ° C.
Реакци проходит в течение 48 ч, целевой 10 продукт выдел ют и очищают перекристаллизацией из водного спирта (3: 1).The reaction takes place within 48 hours, the desired product 10 is isolated and purified by recrystallization from aqueous alcohol (3: 1).
Таким образом, предлагаемый способ основываетс на жидкофазной реакции селективного обмена атома серы на атом азота 15 в насыщенном полигетероатомном цикле в м гких услови х.Thus, the proposed method is based on the liquid-phase reaction of the selective exchange of a sulfur atom for a nitrogen atom 15 in a saturated polyheteroatom cycle under mild conditions.
Дл сокращени продолжительности процесса до 6-12 ч реакцию следует проводить при 40-75°С.To reduce the duration of the process to 6-12 hours, the reaction should be carried out at 40-75 ° C.
2020
Выход и чистота целевого продукта завис т от вз того в реакцию исходного гетероциклического соединени - 2,3,6-тригидро-2 ,6-диметил-4-имино-1,3,5 - дитиазина (свободного основани или его соли). В The yield and purity of the desired product depend on the reaction of the starting heterocyclic compound, 2,3,6-trihydro-2, 6-dimethyl-4-imino-1,3,5-dithiazine (free base or its salt). AT
25 случае использовани свободного основани выход 2,6-дигидро-2,6-диметил-4-имино1 ,3,5-тиадиазина удаетс повысить от 62,5% (дл соли) до 88%; соответственно повышаетс чистота 1,3,5-тиадиазина.In the case of using the free base, the yield of 2,6-dihydro-2,6-dimethyl-4-imino1, 3,5-thiadiazine can be increased from 62.5% (for salt) to 88%; accordingly, the purity of 1,3,5-thiadiazine is increased.
30thirty
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU792723405A SU777029A1 (en) | 1979-02-08 | 1979-02-08 | Method of preparing 2,6-dihydro-2,6-dimethyl-4-imino-1,3,5-thiadiazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU792723405A SU777029A1 (en) | 1979-02-08 | 1979-02-08 | Method of preparing 2,6-dihydro-2,6-dimethyl-4-imino-1,3,5-thiadiazine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU777029A1 true SU777029A1 (en) | 1980-11-07 |
Family
ID=20809716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU792723405A SU777029A1 (en) | 1979-02-08 | 1979-02-08 | Method of preparing 2,6-dihydro-2,6-dimethyl-4-imino-1,3,5-thiadiazine |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU777029A1 (en) |
-
1979
- 1979-02-08 SU SU792723405A patent/SU777029A1/en active
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