KR840004067A - 2-아미노메틸페놀 유도체의 제조방법 - Google Patents
2-아미노메틸페놀 유도체의 제조방법 Download PDFInfo
- Publication number
- KR840004067A KR840004067A KR1019830000888A KR830000888A KR840004067A KR 840004067 A KR840004067 A KR 840004067A KR 1019830000888 A KR1019830000888 A KR 1019830000888A KR 830000888 A KR830000888 A KR 830000888A KR 840004067 A KR840004067 A KR 840004067A
- Authority
- KR
- South Korea
- Prior art keywords
- carbon atoms
- formula
- alkyl
- group
- general formula
- Prior art date
Links
- KPRZOPQOBJRYSW-UHFFFAOYSA-N 2-(aminomethyl)phenol Chemical class NCC1=CC=CC=C1O KPRZOPQOBJRYSW-UHFFFAOYSA-N 0.000 title claims 2
- 238000000034 method Methods 0.000 title claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 150000001412 amines Chemical class 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000006242 amine protecting group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000002262 Schiff base Substances 0.000 claims 1
- 150000004753 Schiff bases Chemical class 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 238000004517 catalytic hydrocracking Methods 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- MNQOPPDTVHYCEZ-UHFFFAOYSA-N n-(hydroxymethyl)formamide Chemical compound OCNC=O MNQOPPDTVHYCEZ-UHFFFAOYSA-N 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C313/02—Sulfinic acids; Derivatives thereof
- C07C313/04—Sulfinic acids; Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/21—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Obesity (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Furan Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- (a) 하기 일반식(Ⅱ)로 표시되는 화합물을 하기 일반식(Ⅲ)의 N-히드록시메틸카복사미드와 반응시켜 수득되는 하기 일반식(Ⅳ)의 화합물을 가수분해에 의해 아실기 R7-CO를 제거하거나, 또는 (b) 일반식(Ⅱ)의 화합물을 포름알데히드의 존재하에 하기 일반식(V)의 아민과 반응시키거나, 또는 (c)하기 일반식(Ⅵ)의 화합물을 하기 일반식(XVI)의 아민과 반응시켜 수득되는 하기 일반식(Ⅶ)의 화합물을 필요에 따라서는 가수분해 또는 수소첨가분해에 의해 아민-보호기를 제거하거나, 또는 (d) 하기 일반식(XIV)의 화합물을 하기 일반식(XⅦ)의 아민과 반응시켜 수득되는 하기 일반식(XV)의 쉬프염기를 환원시켜 일반식 (Ⅰ)의 화합물을 수독한 다음; 필요에 따라서는 (a)내지 (d)의 방법들둥 하나의 방법에 의하여 수득되는 일반식(Ⅰ)의 화합물을 약학적으로 허용되는 그의 염으로 전환시킴을 특징으로 하는 하기 일반식(Ⅰ)의 2-아미노메틸페놀 및 약학적으로 허용되는 그의 염의 제조방법.상기식들에 있어서, R는 수소 또는 탄소원자수 1 또는 2개의 알알을 나타내고 ; R1은 탄소원자수 1 내지 8개의 알킬, 올소원자수 3내지 12개이고 8환원 이하의 시클로알킬, 탄소원자수 2내지 8개의 알케닐 또는 탄소원자수 5내지 12개이고 8환원 이하의 시클로알케닐이며, 전술한 각각의 기들은 동일 또는 상이한 1또는 5개의 할로겐원자(들)에 의해 치환될 수 있으며, R2와 R4는 동일 또는 상이한 것으로서, 수소, 할로겐, 탄소원자수 1 또는 2개의 알킬 또는 탄소원자수 1 또는 2개의 알콜시를 나타내며; R3는 할로겐, 탄소원자수 1내지 12개의 알킬, 또는 탄소원자수 3내지 12개이고 8환원이하의 시클로알킬을 나타내며; R5와 R6는 동일또는 상이한 것으로서, 수소, 탄소원자수 1내지 6개의 알킬, 탄소원자수 3내지 10개이고 8환원이하의 시클로알킬 또는 -[CH2]0-Ar[여기에서, 0은 1또는 2이고, -[CH2]0-쇄는 1 또는 2개의 (C1또는 C2)-알킬기로 치환될 수 있으며, Ar는 동일 또는 상이한 1또는 3개의 (C1또는 C2)-알킬, (C1또는 C2)-알콕시 또는 할로겐에 의해 임으로 치환되는 5- 또는 6-원 방향족 또는 복소방향족기임.]이며; n는 1 또는 2이며 R5와 R6및(또는) R2, R3및 R4중 2개의 기들은 또한 1또는 2개의 메틸기(들)에 의해 임으로 치환될 수 있는 -[CH2]m-쇄(m는 3내지 6임)를 또한 형성할 수가 있으며; R5와 R6의 경우는 또는 1 또는 2개의 산소원자, 황원자 및(또는)아미노기에 의해 차달될 수도 있으며; R7는 수소, 임의의 활로겐 치환된 탄소원자수 1내지 4개의 알킬 또는 탄소자수 6내지 10개의 아릴을 나타내며; Z는 이탈기를 나타내며; Y는 아민- 보호기 또는 상기에서 정의한 R5와 R6기들을 나타낸다(R6는 또한 아민-보호기일 수도 있음).단, 일반식(Ⅲ)에 있어서, R5는 수소 또는 탄소원자수 1내지 4개의 알킬기를 나타내며, R5와 기 COR7는 함께 0-프탈로일기를 나타내며, 일반식(V)에 있어서의 R5와 R6는 수소를 제외하고는 상기에서 정의한 바와 같다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823208190 DE3208190A1 (de) | 1982-03-06 | 1982-03-06 | 2-aminomethyl-phenol-derivate, verfahren zu ihrer herstellung, ihre verwendung sowie pharmazeutische praeparate auf basis dieser verbindungen |
| DE3208190.1 | 1982-03-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840004067A true KR840004067A (ko) | 1984-10-06 |
Family
ID=6157558
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830000888A KR840004067A (ko) | 1982-03-06 | 1983-03-04 | 2-아미노메틸페놀 유도체의 제조방법 |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0088346B1 (ko) |
| JP (1) | JPS58162571A (ko) |
| KR (1) | KR840004067A (ko) |
| AT (1) | ATE13665T1 (ko) |
| AU (1) | AU559514B2 (ko) |
| CA (1) | CA1238908A (ko) |
| DE (2) | DE3208190A1 (ko) |
| DK (1) | DK109983A (ko) |
| ES (1) | ES520313A0 (ko) |
| FI (1) | FI75558C (ko) |
| GR (1) | GR77952B (ko) |
| HU (1) | HU192792B (ko) |
| IL (1) | IL68044A (ko) |
| MA (1) | MA19737A1 (ko) |
| NO (1) | NO156047C (ko) |
| NZ (1) | NZ203467A (ko) |
| PH (1) | PH21318A (ko) |
| PT (1) | PT76347B (ko) |
| ZA (1) | ZA831499B (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3344676A1 (de) * | 1983-12-10 | 1985-06-20 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von 2-alkylsulfonyl-4-alkylphenolen |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH513832A (de) * | 1967-09-14 | 1971-10-15 | Boehringer Sohn Ingelheim | Verfahren zur Herstellung substituierter Phenole |
| GB1321701A (en) * | 1969-10-01 | 1973-06-27 | Continental Pharma | Amino-alcohols their salts and process for prepairing the same |
-
1982
- 1982-03-06 DE DE19823208190 patent/DE3208190A1/de not_active Withdrawn
-
1983
- 1983-03-02 AT AT83102005T patent/ATE13665T1/de not_active IP Right Cessation
- 1983-03-02 DE DE8383102005T patent/DE3360236D1/de not_active Expired
- 1983-03-02 EP EP83102005A patent/EP0088346B1/de not_active Expired
- 1983-03-03 FI FI830727A patent/FI75558C/fi not_active IP Right Cessation
- 1983-03-04 ES ES520313A patent/ES520313A0/es active Granted
- 1983-03-04 NZ NZ203467A patent/NZ203467A/en unknown
- 1983-03-04 DK DK109983A patent/DK109983A/da not_active Application Discontinuation
- 1983-03-04 AU AU12131/83A patent/AU559514B2/en not_active Ceased
- 1983-03-04 NO NO830757A patent/NO156047C/no unknown
- 1983-03-04 IL IL68044A patent/IL68044A/xx unknown
- 1983-03-04 JP JP58034698A patent/JPS58162571A/ja active Pending
- 1983-03-04 KR KR1019830000888A patent/KR840004067A/ko not_active Application Discontinuation
- 1983-03-04 GR GR70675A patent/GR77952B/el unknown
- 1983-03-04 PH PH28599A patent/PH21318A/en unknown
- 1983-03-04 CA CA000422951A patent/CA1238908A/en not_active Expired
- 1983-03-04 PT PT76347A patent/PT76347B/pt unknown
- 1983-03-04 HU HU83747A patent/HU192792B/hu unknown
- 1983-03-04 ZA ZA831499A patent/ZA831499B/xx unknown
- 1983-03-07 MA MA19955A patent/MA19737A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3360236D1 (en) | 1985-07-11 |
| MA19737A1 (fr) | 1983-10-01 |
| NZ203467A (en) | 1985-11-08 |
| NO156047B (no) | 1987-04-06 |
| PT76347A (de) | 1983-04-01 |
| ZA831499B (en) | 1983-11-30 |
| NO156047C (no) | 1987-07-15 |
| IL68044A0 (en) | 1983-06-15 |
| FI830727A0 (fi) | 1983-03-03 |
| PH21318A (en) | 1987-09-28 |
| GR77952B (ko) | 1984-09-25 |
| HU192792B (en) | 1987-07-28 |
| DE3208190A1 (de) | 1983-09-08 |
| FI75558B (fi) | 1988-03-31 |
| NO830757L (no) | 1983-09-07 |
| CA1238908A (en) | 1988-07-05 |
| EP0088346A3 (en) | 1983-11-09 |
| FI830727L (fi) | 1983-09-07 |
| IL68044A (en) | 1988-01-31 |
| DK109983D0 (da) | 1983-03-04 |
| AU1213183A (en) | 1983-09-08 |
| ATE13665T1 (de) | 1985-06-15 |
| FI75558C (fi) | 1988-07-11 |
| EP0088346B1 (de) | 1985-06-05 |
| AU559514B2 (en) | 1987-03-12 |
| PT76347B (de) | 1985-12-16 |
| EP0088346A2 (de) | 1983-09-14 |
| ES8401457A1 (es) | 1983-12-16 |
| DK109983A (da) | 1983-09-07 |
| ES520313A0 (es) | 1983-12-16 |
| JPS58162571A (ja) | 1983-09-27 |
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