JPS5939436B2 - Method for producing morpholine derivatives - Google Patents
Method for producing morpholine derivativesInfo
- Publication number
- JPS5939436B2 JPS5939436B2 JP50052996A JP5299675A JPS5939436B2 JP S5939436 B2 JPS5939436 B2 JP S5939436B2 JP 50052996 A JP50052996 A JP 50052996A JP 5299675 A JP5299675 A JP 5299675A JP S5939436 B2 JPS5939436 B2 JP S5939436B2
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- acid
- morpholine derivatives
- tables
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Description
【発明の詳細な説明】
本発明は一般式
ワ□ＯＣＨ−て二〕 〔ＩＪ
〔式中、Ｒはメチル、エチル、プロピル、イソプロピル
、ブチルなどの低級アルキルまたはベンジルを示す。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a compound of the general formula □OCH-TE2] [IJ [wherein R represents lower alkyl such as methyl, ethyl, propyl, isopropyl, butyl, or benzyl].
〕で表わされるモルホリン誘導体またはその酸付加塩の
製造法に関する。] The present invention relates to a method for producing a morpholine derivative or an acid addition salt thereof.
本発明方法によれば、一般式〔１〕のモルホリン誘導体
および酸付加塩は、一般式で表わされる化合物と一般式
〔式中、Ｘはアルコールの反応性の基（塩素、臭素、ヨ
ウ素などのハロゲン原子またはメシルオキシ、フエニル
スルホニルオキシ、トリルスルホニルオキシなどのスル
ホニルオキシを示す。According to the method of the present invention, the morpholine derivative and acid addition salt of the general formula [1] can be combined with the compound represented by the general formula [where X is an alcohol-reactive group (such as chlorine, bromine, iodine, etc. Indicates a halogen atom or sulfonyloxy such as mesyloxy, phenylsulfonyloxy, tolylsulfonyloxy.
〕で表わされる化合物とを塩基性物質〔水酸化ナトリウ
ム、水酸化カリウム、炭酸ナトリウム、炭酸カリウム、
ナトリウムエチラート、カリウムターシヤリブトキサイ
ド、アルカリ金属（金属ナトリウムなど）、アルカリ金
属アミド（ナトリウムアミドなど）、アルカリ金属水素
化物（水素化ナトリウムなど）など〕の存在下に反応さ
せて製造される。反応は無溶媒でも行われるが、アルコ
ール（メタノール、エタノール、プロパノール、ブタノ
ールなど）、ジメチルホルムアミド、ジメチルスルホキ
シド、ジオキサン、テトラヒドロフラン、ピリジン、ジ
メトキシエタン、キシレン、トルエン、ベンゼンなどの
溶媒あるいはそれらの混合溶媒を用いるのが望ましく、
塩基性物質の種類により適宜選択することができる。ま
た、反応は室温から用いる溶媒の沸点までの温度で行わ
れる。このようにして得られた一般式〔１〕の化合物は
、無機酸（塩酸、臭化水素酸、硫酸など）および有機酸
（シユウ酸、フマール酸、マレイン酸、クエン酸、メタ
ンスルホン酸、ｐ−トルエンスルホン酸など）により酸
付加塩とすることができる。このようにして得られた一
般式〔１〕の化合物またはその酸付加塩は、それ自体低
酸素状態における脳障害に対する防護作用を有し、たと
えば意識障害改善剤として有用であるばかりでなく、低
酸素状態における脳障害に対する防護作用を有し、たと
えば意識障害改善剤として有用で、かつ中枢神経系に対
する作用、血圧上昇作用、胃酸分泌抑制作用、局所麻酔
作用、鎮痛作用などを有し、たとえば向精神薬、循環器
系用剤、胃・−[ヮw腸潰瘍の予防、治療剤として有用な
一般式で表わされる化合物の合成中間原料としても有用
である。] and basic substances [sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate,
It is produced by reacting in the presence of sodium ethylate, potassium tertiarybutoxide, alkali metals (metal sodium, etc.), alkali metal amides (sodium amide, etc.), alkali metal hydrides (sodium hydride, etc.). Although the reaction can be carried out without a solvent, it can be carried out using a solvent such as alcohol (methanol, ethanol, propanol, butanol, etc.), dimethylformamide, dimethyl sulfoxide, dioxane, tetrahydrofuran, pyridine, dimethoxyethane, xylene, toluene, benzene, or a mixed solvent thereof. It is desirable to use
It can be appropriately selected depending on the type of basic substance. Further, the reaction is carried out at a temperature ranging from room temperature to the boiling point of the solvent used. The compound of general formula [1] thus obtained can be used for inorganic acids (hydrochloric acid, hydrobromic acid, sulfuric acid, etc.) and organic acids (oxalic acid, fumaric acid, maleic acid, citric acid, methanesulfonic acid, p - toluenesulfonic acid, etc.). The compound of general formula [1] or its acid addition salt obtained in this way has a protective effect against brain damage in hypoxic conditions, and is not only useful as an agent for improving consciousness disorders, but also It has a protective effect against brain damage under oxygen conditions, and is useful as an agent for improving consciousness disorders. It also has effects on the central nervous system, increases blood pressure, suppresses gastric acid secretion, local anesthetics, analgesics, etc. It is also useful as an intermediate raw material for the synthesis of compounds represented by the general formula, which are useful as psychotropic drugs, agents for the circulatory system, and preventive and therapeutic agents for gastric and intestinal ulcers.
一般式〔１〕の化合物には不斉炭素があるので光学異性
体が存在するが、本発明はそれらの異性体すべてを包含
するものである。Since the compound of general formula [1] has an asymmetric carbon, optical isomers exist, and the present invention includes all of these isomers.
次に実施例に基いて本発明を説明する。Next, the present invention will be explained based on Examples.
実施例
０−（２−テニノ（ハ）フエノール１９ｙをジメチルホ
ルムアミド２００ｍｅにとかし、金属ナトリウム２．５
７を加え、水浴上発泡が止むまで加熱攪拌し、２−クロ
ルメチル−４−ベンジルモルホリン２５７をジメチルホ
ルムアミド５０ｍｅに溶かした溶液を加え、還流下２７
時間激しく攪拌する。Example 0 - Dissolve 19y of (2-tenino(ha)phenol) in 200me of dimethylformamide and add 2.5
7 was added, heated and stirred on a water bath until foaming stopped, and a solution of 2-chloromethyl-4-benzylmorpholine 257 dissolved in dimethylformamide 50me was added, and the mixture was heated under reflux.
Stir vigorously for an hour.
Claims (1)
般式▲数式、化学式、表等があります▼ で表わされるモルホリン誘導体またはその酸付加塩の製
造法。 〔式中、Ｒは低級アルキルまたはベンジルを、Ｘはアル
コールの反応性の基を示す。 〕。[Claims] 1. A general claim characterized by reacting a compound represented by the general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ and a compound represented by the general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ A method for producing morpholine derivatives or their acid addition salts represented by the formula ▲Mathematical formulas, chemical formulas, tables, etc.▼. [In the formula, R represents lower alkyl or benzyl, and X represents a reactive group of alcohol. ].
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50052996A JPS5939436B2 (en) | 1975-04-30 | 1975-04-30 | Method for producing morpholine derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50052996A JPS5939436B2 (en) | 1975-04-30 | 1975-04-30 | Method for producing morpholine derivatives |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14596680A Division JPS607996B2 (en) | 1980-10-17 | 1980-10-17 | Method for producing morpholine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS51128984A JPS51128984A (en) | 1976-11-10 |
| JPS5939436B2 true JPS5939436B2 (en) | 1984-09-22 |
Family
ID=12930525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50052996A Expired JPS5939436B2 (en) | 1975-04-30 | 1975-04-30 | Method for producing morpholine derivatives |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5939436B2 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4982678A (en) * | 1972-12-19 | 1974-08-08 | ||
| JPS4982675A (en) * | 1972-12-18 | 1974-08-08 |
-
1975
- 1975-04-30 JP JP50052996A patent/JPS5939436B2/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4982675A (en) * | 1972-12-18 | 1974-08-08 | ||
| JPS4982678A (en) * | 1972-12-19 | 1974-08-08 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS51128984A (en) | 1976-11-10 |
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