SU425387A3 - METHOD OF OBTAINING N, N'-5ЯC- (a-OKCIALKYL) ETHYLENEDIAMINE - Google Patents
METHOD OF OBTAINING N, N'-5ЯC- (a-OKCIALKYL) ETHYLENEDIAMINEInfo
- Publication number
- SU425387A3 SU425387A3 SU1695506A SU1695506A SU425387A3 SU 425387 A3 SU425387 A3 SU 425387A3 SU 1695506 A SU1695506 A SU 1695506A SU 1695506 A SU1695506 A SU 1695506A SU 425387 A3 SU425387 A3 SU 425387A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ethylenediamine
- okcialkyl
- obtaining
- atm
- platinum
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/14—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Description
Предлагаетс усовершенствованный способ получени N,N-6uc- (а-оксиалкил)этилендиамина . Соединени обладают фармацевтической активностью и могут найтл примепение в медицине.An improved method for preparing N, N-6uc- (a-hydroxyalkyl) ethylenediamine is proposed. The compounds possess pharmaceutical activity and may be applied in medicine.
Известен способ получени N,N-6ac-(оксиметилпропил ) -этилендиамина конденсацией 2-аминобутанола с полиглиоксалем с последующим гидрогенолизом образующегос бисоксазолидина на никеле Рене при температуре 150°С и давлении 10-100 атм. Однако выход целевого продукта низок (40%).A known method for producing N, N-6ac- (hydroxymethylpropyl) ethylene diamine is the condensation of 2-aminobutanol with polyglyoxal, followed by hydrogenolysis of the resulting bisoxazolidine on Rene nickel at a temperature of 150 ° C and a pressure of 10-100 atm. However, the yield of the target product is low (40%).
Дл повышени выхода целевого продукта предлагаетс процесс гидрировани проводить в присутствии платинового .или смешанного платинородиевого катализатора.To increase the yield of the target product, it is proposed to carry out the hydrogenation process in the presence of a platinum or mixed platinum-rhodium catalyst.
Предлагаетс способ получени (а-оксиалкил)этилендиамнна общей формулыA method for the preparation of (a-hydroxyalkyl) ethylenediamine of the general formula is provided.
RpCH-OHRpCH-OH
HO-CH-R IHO-CH-R I
Rj-Q-NH-CH-g-CHj-HN-C-RgRj-Q-NH-CH-g-CHj-HN-C-Rg
R,R,
R,R,
где Ri, R2 и Rs - одинаковые или различные, водород или низший пр мой или разветвленный алкил с 1-4 атомами углерода,where Ri, R2 and Rs are the same or different, hydrogen or lower straight or branched alkyl with 1-4 carbon atoms,
гидрированием соответствующего бис-оксазолина в присутствии катализатора гидрировани - платинового или смешанного платинородиевого - при нагревании и давлении.by hydrogenation of the corresponding bis-oxazoline in the presence of a catalyst of hydrogenation — platinum or mixed platinum-rhodium — with heating and pressure.
Процесс провод т в нейтральном растворителе , например метаноле, этаноле, этилацетате, при температуре до 100°С и при давлении 1 -100 атм. Предпочтительно процесс гидрировани осуществл ть при комнатной температуре и повышенном давлении, не превышающем 50 атм. Пелевые продукты выдел ют известными способами с выходами до 91%.The process is carried out in a neutral solvent, for example, methanol, ethanol, ethyl acetate, at a temperature of up to 100 ° C and at a pressure of 1-100 atm. Preferably, the hydrogenation process is carried out at room temperature and an elevated pressure not exceeding 50 atm. Pelled products are isolated by known methods with yields up to 91%.
Пример 1. 1,4 г (10 ммоль) 2,2-бис-оксазолина гидрируют на 0,2 г платинородиевогоExample 1. 1.4 g (10 mmol) of 2,2-bis-oxazoline is hydrogenated to 0.2 g of platinum-rhodium
катализатора в 30 мл этанола в автоклаве при 50 атм и 20°С в течение около 4 час. После фильтровани и сгущени фильтрата образуетс сырой продукт, возгонку которого провод т в вакууме. Получают 1,35 г (91% отcatalyst in 30 ml of ethanol in an autoclave at 50 atm and 20 ° C for about 4 hours. After filtration and concentration of the filtrate, a crude product is formed, the distillation of which is carried out in vacuum. 1.35 g are obtained (91% of
теоретического) Ы,Ы-бис-(оксиэтил) этилендиамина , т. пл. 82°С.theoretical) N, N-bis- (hydroxyethyl) ethylenediamine, so pl. 82 ° C.
Пример 2. 1,68 г (10 ммоль) 5,5-диметил2 ,2-бис-оксазолина гидрируют аналогично примеру 1 при 17 атм и 20°С в течение 3 час.Example 2. 1.68 g (10 mmol) of 5,5-dimethyl2, 2-bis-oxazoline is hydrogenated as in Example 1 at 17 atm and 20 ° C for 3 hours.
После фильтровани и сгущени фильтрата отсасывают образовавшиес кристаллы и перекристаллизовывают из этанола. При этом получают 1,5 г (85% от теоретического)After filtration and concentration of the filtrate, the resulting crystals are sucked off and recrystallized from ethanol. You get 1.5 g (85% of theoretical)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| YU207770A YU207770A (en) | 1970-08-17 | 1970-08-17 | Process for preparing d-n,n-bis(1-hydroxymethylpropyl)-ethylenediamine |
| YU118571A YU34661B (en) | 1971-05-12 | 1971-05-12 | Process for preparing optically nonactive n,n-bis-(delta-hydroxyalkyl)-ethylene-diamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU425387A3 true SU425387A3 (en) | 1974-04-25 |
Family
ID=27130784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1695506A SU425387A3 (en) | 1970-08-17 | 1971-08-17 | METHOD OF OBTAINING N, N'-5ЯC- (a-OKCIALKYL) ETHYLENEDIAMINE |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB1327315A (en) |
| SU (1) | SU425387A3 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2062872B1 (en) | 2003-12-09 | 2015-12-09 | Novartis AG | Use of bis-amines to enhance the antimicrobial activity of aqueous compositions |
| CN103772214B (en) * | 2012-10-25 | 2016-04-20 | 北大方正集团有限公司 | Prepare the method for Tibutol and ebutol |
| CN103435501B (en) * | 2013-08-12 | 2015-11-18 | 广州白云山明兴制药有限公司 | A kind of Salt formation crystallization method of ethambutol hydrochloride |
-
1971
- 1971-08-16 GB GB3834071A patent/GB1327315A/en not_active Expired
- 1971-08-17 SU SU1695506A patent/SU425387A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1327315A (en) | 1973-08-22 |
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