KR950032211A - 폴리알킬-1-옥사-디아자스피로데칸 화합물의 제조방법 - Google Patents
폴리알킬-1-옥사-디아자스피로데칸 화합물의 제조방법 Download PDFInfo
- Publication number
- KR950032211A KR950032211A KR1019950002992A KR19950002992A KR950032211A KR 950032211 A KR950032211 A KR 950032211A KR 1019950002992 A KR1019950002992 A KR 1019950002992A KR 19950002992 A KR19950002992 A KR 19950002992A KR 950032211 A KR950032211 A KR 950032211A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- compound
- formula
- alkyl
- hydrogen atom
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 8
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract 5
- 239000007787 solid Substances 0.000 claims abstract 5
- 239000011877 solvent mixture Substances 0.000 claims abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 3
- 239000003054 catalyst Substances 0.000 claims abstract 3
- 239000003960 organic solvent Substances 0.000 claims abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 3
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000000466 oxiranyl group Chemical group 0.000 claims 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 239000004611 light stabiliser Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000002351 wastewater Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0683—Polycondensates containing six-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0688—Polycondensates containing six-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polyquinolines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Paper (AREA)
Abstract
Description
Claims (6)
- 일반식(Ⅳ)의 화합물을 단독 촉매로서의 동물량 내지 20배 물량의 고체 알칼리 금속 수산화물 또는 상응하는 양의 고체 알칼리 금속 수산화물과 물과의 1:9 내지 9:1 중량비의 혼합물의 존재하에 하나 이상의 알콜과, 필요한 경우, 불활성 유기 용매와의 용매 혼합물 속에서 일반식(Ⅴ)의 에피할로 하이드린과 반응시킴을 포함하여, 일반식(Ⅳ)의 화합물 또는 이의 양성자 산과 염을 알칼리 금속 수산화물의 존재하에 유기 용매속에서 일반식(Ⅴ)의 화합물과 1:1 내지 1:10의 중량비로 반응시키고, n이 1보다 큰 경우, 생성된 일반식(Ⅳ)의 에폭시 화합물을 100 내지 240℃로 가열시킴으로써 일반식(I)의 폴리알킬-1-옥사디아자스피로데칸 화합물을 제조하는 방법.상기 식에서, n은 1 내지 50의 정수이며;의 그룹(여기서, 지수 3 및 4는 디아자스피로덴칸 시스템 중의 한 위치를 나타내며, 하나의 질소 결합은 프로필렌-2-옥시 그룹의 CH2그룹에 결합되어 있다)이고; R1은 수소원자, 산소원자, NO 그룹, C1-C12-알킬 그룹, 알릴 그룹, C1-C22-아실 그룹, 벤질 그룹, C2-C12-알킬옥시 그룹 또는 C3-C12-사이클로알콕시 그룹이며; R2및 R3은 동일하며, 수소원자 또는 C1-C5-알킬(이경우, R4는 메틸그룹이다)이거나, R2는 수소원자 또는 C1-C5-알킬 그룹이고, R3및 R4는 이들을 결합시키는 탄소원자와 함께 C5- 또는 C6-사이클로알킬 그룹 또는 구조식의 그룹을 형성하고; R5및 R6은 동일하거나 상이하며, 수소원자, 또는 염소 또는 C1-C4-알킬에 의해 치환되거나 치환되지 않은 C1-C30-알킬그룹 또는 C7-C12-페닐알킬 그룹이거나, R5및 R6은 이들을 결합시키는 탄소원자와 함께 4개 이하의 C1-C4-알킬그룹에 의해 치환되거나 치환되지 않은 C5-C18-사이클로알킬 그룹 또는 구조식.의 그룹을 형성하며; R7은 n이 1인 경우에는 부재하며, 따라서 산소원자가 말단 CH2그룹에 결합되어 옥시란환을 형성하거나, n이 1보다 큰 경우에는 수소원자 또는 C1-C22-아실 그룹이거나 말단 단량체 단위에는 부재하며, 따라서 산소원자가 말단 CH2그룹에 결합되어 옥시란 환을 형성하고; (HX)는 산 라디칼이며; Hal은 염소, 브롬 또는 요오드 원자이다.
- 제1항에 있어서, 알콜이 이소프로판올인 방법.
- 제1항에 있어서, 사용된 불활성 용매가 톨루엔 또는 크실렌인 방법.
- 제1항에 있어서, 고체 형태이거나 물과 혼합된 형태인 수산화나트륨이 촉매로서 사용되는 방법.
- 제1항에 있어서, 일반식(Ⅳ)의 화합물이 2,2,4,4-테트라메틸-7-옥사-3,20-디아자-21-옥소-디스피로-[5,1,11,2]-헨에이코산 또는 이의 염산염인 방법.
- 제1항에 있어서, 일반식(Ⅴ)의 화합물이 에피클로로 하이드린인 방법.※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4405387A DE4405387A1 (de) | 1994-02-19 | 1994-02-19 | Verfahren zur Herstellung von Polyalkyl-1-oxa-diazaspirodecan-Verbindungen |
DEP4405387.8 | 1994-02-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR950032211A true KR950032211A (ko) | 1995-12-20 |
KR100352543B1 KR100352543B1 (ko) | 2002-12-26 |
Family
ID=6510695
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019950002992A KR100352543B1 (ko) | 1994-02-19 | 1995-02-17 | 폴리알킬-1-옥시-디아자스피로데칸화합물의제조방법 |
Country Status (15)
Country | Link |
---|---|
US (1) | US5594142A (ko) |
EP (1) | EP0668283B1 (ko) |
JP (1) | JP3644714B2 (ko) |
KR (1) | KR100352543B1 (ko) |
CN (1) | CN1124247A (ko) |
AT (1) | ATE166356T1 (ko) |
AU (1) | AU693838B2 (ko) |
BR (1) | BR9500669A (ko) |
CA (1) | CA2142779A1 (ko) |
CZ (1) | CZ287389B6 (ko) |
DE (2) | DE4405387A1 (ko) |
HU (1) | HU214962B (ko) |
PL (1) | PL307323A1 (ko) |
TW (1) | TW297033B (ko) |
ZA (1) | ZA951321B (ko) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0837064A3 (de) * | 1996-10-16 | 1998-04-29 | Ciba SC Holding AG | Addukte aus Aminen und Epoxyd-HALS und ihre Verwendung als Stabilisatoren |
US5985961A (en) * | 1997-06-17 | 1999-11-16 | Johns Manville International, Inc. | Monofilament |
DE10204690A1 (de) * | 2002-02-06 | 2003-08-07 | Clariant Gmbh | Verfahren zur Herstellung synergistischer Stabilisatormischungen |
TWI425041B (zh) * | 2006-07-25 | 2014-02-01 | Clariant Finance Bvi Ltd | 在以熔融加工製備聚乙烯物件過程中該物件之改良處理條件 |
DE102008056086A1 (de) * | 2008-11-06 | 2010-05-12 | Gp Solar Gmbh | Additiv für alkalische Ätzlösungen, insbesondere für Texturätzlösungen sowie Verfahren zu dessen Herstellung |
US9925282B2 (en) | 2009-01-29 | 2018-03-27 | The General Hospital Corporation | Cromolyn derivatives and related methods of imaging and treatment |
AU2013334874B2 (en) | 2012-10-25 | 2018-04-05 | The General Hospital Corporation | Combination therapies for the treatment of Alzheimer's disease and related disorders |
US10058530B2 (en) | 2012-10-25 | 2018-08-28 | The General Hospital Corporation | Combination therapies for the treatment of Alzheimer's disease and related disorders |
US10525005B2 (en) | 2013-05-23 | 2020-01-07 | The General Hospital Corporation | Cromolyn compositions and methods thereof |
CN106102737B (zh) | 2013-10-22 | 2019-06-14 | 综合医院公司 | 色甘酸衍生物以及成像和治疗的相关方法 |
CA3033079A1 (en) | 2016-08-31 | 2018-03-08 | The General Hospital Corporation | Macrophages/microglia in neuro-inflammation associated with neurodegenerative diseases |
CN111565711B (zh) | 2017-07-20 | 2023-01-03 | 阿茨治疗股份有限公司 | 色甘酸钠和布洛芬的粉末化制剂 |
AU2019299347A1 (en) | 2018-07-02 | 2021-01-21 | Aztherapies, Inc. | Powdered formulations of cromolyn sodium and alpha-lactose |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3541665A1 (de) * | 1985-11-26 | 1987-05-27 | Hoechst Ag | Substituierte diazaspirodecane, ihre herstellung und ihre verwendung als stabilisatoren fuer polymere |
DE3919691A1 (de) * | 1989-06-16 | 1990-12-20 | Hoechst Ag | Polymere polyalkyl-1-oxa-diazaspirodecane |
IT1254993B (it) * | 1992-06-24 | 1995-10-11 | Procedimento per la preparazione degli enantiomeri della dropropizina |
-
1994
- 1994-02-19 DE DE4405387A patent/DE4405387A1/de not_active Withdrawn
-
1995
- 1995-01-23 TW TW084100567A patent/TW297033B/zh not_active IP Right Cessation
- 1995-02-08 AT AT95101687T patent/ATE166356T1/de not_active IP Right Cessation
- 1995-02-08 DE DE59502201T patent/DE59502201D1/de not_active Expired - Fee Related
- 1995-02-08 EP EP95101687A patent/EP0668283B1/de not_active Expired - Lifetime
- 1995-02-16 US US08/389,310 patent/US5594142A/en not_active Expired - Lifetime
- 1995-02-16 AU AU12306/95A patent/AU693838B2/en not_active Ceased
- 1995-02-17 JP JP02984495A patent/JP3644714B2/ja not_active Expired - Fee Related
- 1995-02-17 CZ CZ1995430A patent/CZ287389B6/cs not_active IP Right Cessation
- 1995-02-17 CN CN95102008A patent/CN1124247A/zh active Pending
- 1995-02-17 CA CA002142779A patent/CA2142779A1/en not_active Abandoned
- 1995-02-17 KR KR1019950002992A patent/KR100352543B1/ko not_active IP Right Cessation
- 1995-02-17 ZA ZA951321A patent/ZA951321B/xx unknown
- 1995-02-17 HU HU9500472A patent/HU214962B/hu not_active IP Right Cessation
- 1995-02-17 PL PL95307323A patent/PL307323A1/xx unknown
- 1995-02-17 BR BR9500669A patent/BR9500669A/pt not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE59502201D1 (de) | 1998-06-25 |
DE4405387A1 (de) | 1995-08-24 |
HUT71255A (en) | 1995-11-28 |
AU1230695A (en) | 1995-08-31 |
CZ43095A3 (en) | 1995-10-18 |
TW297033B (ko) | 1997-02-01 |
CZ287389B6 (en) | 2000-11-15 |
JPH07309944A (ja) | 1995-11-28 |
ZA951321B (en) | 1995-10-23 |
KR100352543B1 (ko) | 2002-12-26 |
JP3644714B2 (ja) | 2005-05-11 |
CA2142779A1 (en) | 1995-08-20 |
HU214962B (hu) | 1998-08-28 |
ATE166356T1 (de) | 1998-06-15 |
PL307323A1 (en) | 1995-08-21 |
CN1124247A (zh) | 1996-06-12 |
EP0668283A1 (de) | 1995-08-23 |
US5594142A (en) | 1997-01-14 |
AU693838B2 (en) | 1998-07-09 |
BR9500669A (pt) | 1996-02-27 |
HU9500472D0 (en) | 1995-04-28 |
EP0668283B1 (de) | 1998-05-20 |
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