SU218164A1 - METHOD OF OBTAINING CHLORIDE 4- (TRIMETHYLAMMONIUM) - -3-OXYBUTIRONITRYL - Google Patents
METHOD OF OBTAINING CHLORIDE 4- (TRIMETHYLAMMONIUM) - -3-OXYBUTIRONITRYLInfo
- Publication number
- SU218164A1 SU218164A1 SU1081774A SU1081774A SU218164A1 SU 218164 A1 SU218164 A1 SU 218164A1 SU 1081774 A SU1081774 A SU 1081774A SU 1081774 A SU1081774 A SU 1081774A SU 218164 A1 SU218164 A1 SU 218164A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- trimethylammonium
- oxybutironitryl
- chloride
- obtaining chloride
- obtaining
- Prior art date
Links
- GETQZCLCWQTVFV-UHFFFAOYSA-O trimethylammonium Chemical compound C[NH+](C)C GETQZCLCWQTVFV-UHFFFAOYSA-O 0.000 title description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 title description 2
- MWFMGBPGAXYFAR-UHFFFAOYSA-N Acetone cyanohydrin Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MNWBNISUBARLIT-UHFFFAOYSA-N Sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229940072033 potash Drugs 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N Cyanogen Chemical group N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- 231100000614 Poison Toxicity 0.000 description 1
- 229940088594 Vitamin Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007333 cyanation reaction Methods 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000003000 nontoxic Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- ZOPBFGGKKBZDMA-UHFFFAOYSA-N propane;trimethylazanium;chloride Chemical compound [Cl-].CCC.C[NH+](C)C ZOPBFGGKKBZDMA-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 229930003231 vitamins Natural products 0.000 description 1
Description
1 one
Изобретение относитс к способу получени хлорида 4- (триметиламмоний) -3-оксибутиронитрила , важного полупродукта в синтезе Д, L-карнитимина, витамина Вт.This invention relates to a process for the preparation of 4- (trimethylammonium) -3-hydroxybutyronitrile chloride, an important intermediate in the synthesis of D, L-carnitimine, vitamin W.
Известный способ получени этого нитрила заключаетс во взаимодействии З-хлор-2-окси1-{триметиламмоний )-пропана и с цианистым натрием при нагревании в водно-спиртовой среде.A known method for the preparation of this nitrile is the reaction of 3-chloro-2-hydroxy-{trimethylammonium) propane and sodium cyanide when heated in an aqueous-alcoholic medium.
По предлагаемому способу галоид замен ют на циангруппу при комнатной температуре при помощи ацетонциангидрина в присутствии лоташа, что позвол ет заменить крайне довитый цианистый натрий менее вредным соединением , .применение которого делает более безопасной технологию процесса.In the proposed method, the halo is replaced with a cyanogen group at room temperature using acetone cyanohydrin in the presence of lotus, which makes it possible to replace highly poisonous sodium cyanide with a less harmful compound, the use of which makes the process technology safer.
Пример. 18,8 г хлорида 3-хлор-2-окси-1 (триметиламмоний)-про-пана раствор ют в 39 мл метанола, прибавл ют 11,2 г поташа иExample. 18.8 g of 3-chloro-2-hydroxy-1 (trimethylammonium) -propane chloride are dissolved in 39 ml of methanol, 11.2 g of potash are added and
перемешивают в течение 1 час. По капл м прибавл ют 9,4 мл ацетонциангидрина и оставл ют на 3 час. Раствор нейтрализуют до рН 6 добавлением 6 н. сол ной кислоты иstirred for 1 hour. 9.4 ml of acetone cyanohydrin was added dropwise and left to stand for 3 hours. The solution is neutralized to pH 6 by adding 6 n. hydrochloric acid and
отдел ют продукт реакции. Выход после перекристаллизации из этанола 15,0 г (84,0э/о), т. пл. 222-223°С.Separate the reaction product. The yield after recrystallization from ethanol is 15.0 g (84.0 e / o), so pl. 222-223 ° C.
Найдено, %. С 47,16; 47,21; П 8,38; 8,60; N 15,90; 15,60.Found,%. C 47.16; 47.21; P 8.38; 8.60; N 15.90; 15.60.
Вычислено, /о: С 47,05; П 8,46; N 15,68.Calculated, / about: From 47.05; P 8,46; N 15.68.
Предмет изобретени Subject invention
Способ получени хлорида 4-(триметиламмоний ) -3-о:ксибутиронитрила цианированием хлорида 3-хлор-2-окси-1-(триметиламмоний)пропана , отличающийс тем, что, с целью ислользовани в производстве нетоксичных реагентов , цианирование провод т ацетонциангидрином в присутствии поташа.The method of producing 4- (trimethylammonium) -3-o: xybutironitrile chloride by cyanidation with 3-chloro-2-hydroxy-1- (trimethylammonium) propane chloride, characterized in that, in order to use in the production of non-toxic reagents, cyanation is carried out with acetone cyanohydrin potash
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU218164A1 true SU218164A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4692543A (en) * | 1984-04-04 | 1987-09-08 | Lonza Ltd. | Optically-active di-[3-chloro-2-oxy-propyltrimethylammonium]-tartrate |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4692543A (en) * | 1984-04-04 | 1987-09-08 | Lonza Ltd. | Optically-active di-[3-chloro-2-oxy-propyltrimethylammonium]-tartrate |
| US4732999A (en) * | 1984-04-04 | 1988-03-22 | Lonza Ltd. | Optically-active di-[3-chloro-2-oxy-propyltrimethylammonium]-tartrate |
| US4732709A (en) * | 1984-04-04 | 1988-03-22 | Lonza Ltd. | Preparation of optically-active di-(3-chloro-2-oxy-propyltrimethylammonium)-tartrate |
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