KR880003919A - 5-아랄리덴 및 알킬리덴 치환된 히단토인을 제조하는 방법 - Google Patents
5-아랄리덴 및 알킬리덴 치환된 히단토인을 제조하는 방법 Download PDFInfo
- Publication number
- KR880003919A KR880003919A KR870010728A KR870010728A KR880003919A KR 880003919 A KR880003919 A KR 880003919A KR 870010728 A KR870010728 A KR 870010728A KR 870010728 A KR870010728 A KR 870010728A KR 880003919 A KR880003919 A KR 880003919A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- hydantoin
- alkyl
- phosphonate
- substituted
- Prior art date
Links
- 229940091173 hydantoin Drugs 0.000 title claims 13
- 150000001469 hydantoins Chemical class 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 125000001118 alkylidene group Chemical group 0.000 title 1
- 238000000034 method Methods 0.000 claims 22
- 229910052739 hydrogen Inorganic materials 0.000 claims 15
- 239000001257 hydrogen Substances 0.000 claims 15
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 150000002576 ketones Chemical class 0.000 claims 3
- SAFCTMWBPBVFII-UHFFFAOYSA-N 5-bromoimidazolidine-2,4-dione Chemical compound BrC1NC(=O)NC1=O SAFCTMWBPBVFII-UHFFFAOYSA-N 0.000 claims 2
- RHYBFKMFHLPQPH-UHFFFAOYSA-N N-methylhydantoin Chemical compound CN1CC(=O)NC1=O RHYBFKMFHLPQPH-UHFFFAOYSA-N 0.000 claims 2
- -1 aliphatic aldehyde Chemical class 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 150000003934 aromatic aldehydes Chemical class 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 2
- RSRLEAGQLHAZEZ-UHFFFAOYSA-N (3-methyl-2,5-dioxoimidazolidin-4-yl)phosphonic acid Chemical compound CN1C(C(=O)NC1=O)P(=O)(O)O RSRLEAGQLHAZEZ-UHFFFAOYSA-N 0.000 claims 1
- 125000006564 (C4-C8) cycloalkyl group Chemical group 0.000 claims 1
- PNQYQNIOVAYJJG-UHFFFAOYSA-N 5-diethoxyphosphorylimidazolidine-2,4-dione Chemical compound CCOP(=O)(OCC)C1NC(=O)NC1=O PNQYQNIOVAYJJG-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 150000007824 aliphatic compounds Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000003997 cyclic ketones Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000002513 implantation Methods 0.000 claims 1
- LIRDJALZRPAZOR-UHFFFAOYSA-N indolin-3-one Chemical compound C1=CC=C2C(=O)CNC2=C1 LIRDJALZRPAZOR-UHFFFAOYSA-N 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/96—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (25)
- 지방족 또는 방향족 알데히드나 케톤 혹은 알파-디카르보닐 화합물을 디알킬 5-포스포네이트 히단토인으로 포합(Coupling)하는 것으로 이루어지는 C-5-에틸렌성 불포화 히단토인 유도체를 제조하는 방법.
- 지방족 화합물이 언급된 디알킬 5-포스포네이트 히단토인으로 포합되는 실시예 1에서 명시된 방법.
- 방향족 화합물이 언급된 디알킬 5-포스포네이트 히단토인으로 포합되는 실시예 1에서 명시된 방법.
- 환식 케톤이 언급된 디알킬 5-포스포네이트 히단토인으로 포합되는 실시예 1에서 명시된 방법.
- 알파-디카르보닐 화합물이 언급된 디알킬 5-포스포네이트 히단토인으로 포합되는 실시예 1에서 명시된 방법.
- 언급된 디알킬 5-포스포네이트 히단토인이 다음의 일반식을 갖는, 실시예 1에서 명시된 방법.이식에서 R1과 R2는 수소 또는 10개 까지의 탄소를 포함하는 알킬 또는 아르알킬임.
- 언급된 디알킬 5-포스포네이트 히단토인이 다음의 일반식을 갖는, 실시예 2에서 명시된 방법.이식에서 R1과 R2는 수소 또는 10개 까지의 탄소를 포함하는 알킬 또는 아르알킬임.
- 언급된 디알킬 5-포스포네이트 히단토인이 다음의 일반식을 갖는, 실시예 3에서 명시된 방법.이식에서 R1과 R2는 수소 또는 10개 까지의 탄소를 포함하는 알킬 또는 아르알킬임.
- 언급된 디알킬 5-포스포네이트 히단토인이 다음의 일반식을 갖는, 실시예 4에서 명시된 방법.이식에서 R1과 R2는 수소 또는 10개 까지의 탄소를 포함하는 알킬 또는 아르알킬임.
- 언급된 디알킬 5-포스포네이트 히단토인이 다음의 일반식을 갖는, 실시예 5에서 명시된 방법.이식에서 R1과 R2는 수소 또는 10개 까지의 탄소를 포함하는 알킬 또는 아르알킬임.
- R1과 R2가 각각 수소이고 R3가 에틸인 제6항에 명시된 방법.
- R1과 R2가 각각 수소이고 R3가 에틸인 제7항에 명시된 방법.
- R1과 R2가 각각 수소이고 R3가 에틸인 제8항에 명시된 방법.
- R1과 R2가 각각 수소이고 R3가 에틸인 제9항에 명시된 방법.
- R1과 R2가 각각 수소이고 R3가 에틸인 제10항에 명시된 방법.
- R1이 수소이고, R2가 메틸이며, R3가 에틸인 제6항에서 명시된 방법.
- R1이 수소이고, R2가 메틸이며, R3가 에틸인 제7항에서 명시된 방법.
- R1이 수소이고, R2가 메틸이며, R3가 에틸인 제8항에서 명시된 방법.
- R1이 수소이고, R2가 메틸이며, R3가 에틸인 제9항에서 명시된 방법.
- R1이 수소이고, R2가 메틸이며, R3가 에틸인 제10항에서 명시된 방법.
- 포스포네이트의 몰당 약 0.5 내지 1.5몰의 지방족 알데히드 또는 방향족 알데히드 혹은 케톤 또는 알파-디카르보닐 화합물이 기본 조건하의 약 0℃ 내지 약 50℃에서 15분 내지 24시간 동안 반응하는, 제20항에서 명시된 방법.
- 언급된 알데히드가 일반식 RCHO를 가지며 이식에서 R이 (a)알킬그룹이 2-6개의 탄소원자를 포함하는 치환되거나 치환되지 않은 알킬과 (b)알케닐 그룹이 3-5개의 탄소원자를 포함하는 치환되거나 치환되지 않은 알케닐과 (c)치환된 페닐상의 하나 또는 그 이상의 치환체가 할로겐, 히드록시, 알콕시가 1-6개의 탄소원자를 갖는 알콕시 또른 치환된 알콕시, 니트로, 1-6개의 탄소원자를 갖는 알킬과 치환되거나 치환되지 않은 아미노로 이루어지는 그룹과 2-(2-메틸디옥살라노), 1-피페리디노, 1-모르폴리니오, 1-피롤리디노 또는 피레라지노로부터 선택되는 치환되거나 치환되지 않은 페닐과 (d)티에닐과 (e)피리디닐 및 (f)PhC(O)-로 이루어지는 그룹으로부터 선택되는 제1항에 명시된 방법.
- 케톤이 C1-3알킬 2-케토페닐아세테이트, C1-3알킬 2-케토 C1-5알킬아세테이트와 치환된 시클로알킬상의 하나 또는 그 이상의 치환체가 할로겐, 히드록시, 알콕시가 1-6개의 탄소원자를 갖는 알콕시 또는 치환된 알콕시 및 1-6개의 탄소원자를 갖는 그룹으로부터 선택되는 치환되거나 치환되지 않은 C4-8시클로알킬, 1,2-디옥시 시클로헥산, 치환된 페닐이 할로겐, 히드록시, C1-6알콕시 또는 C1-6알킬로 이루어지는 그룹으로부터 선택되는 치환되거나 치환되지 않은 C8-10알킬페논, 3-옥소인돌 및 N-C1-4알킬-3-옥소인돌로 이루어지는 그룹으로부터 선택되는 제1항에 명시된 방법.
- 1-메틸-2,4-디옥소이미다졸리딘-5-포스포네이트.
- 히단토인과 1-메틸 히단토인으로 이루어지는 그룹으로부터 선택된 히단토인을 아세트산에서 취소로 반응하여 그에 상응하는 5-브로모 히단토인을 생성하고 이 5-브로모 히단토인을 트리에틸아인산염으로 반응하는 것으로 이루어지는 디에틸-2, 4-디옥소이미다졸리딘-5-포스포네이트를 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91304186A | 1986-09-29 | 1986-09-29 | |
| US913041 | 1986-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR880003919A true KR880003919A (ko) | 1988-05-31 |
Family
ID=25432878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR870010728A KR880003919A (ko) | 1986-09-29 | 1987-09-28 | 5-아랄리덴 및 알킬리덴 치환된 히단토인을 제조하는 방법 |
Country Status (10)
| Country | Link |
|---|---|
| KR (1) | KR880003919A (ko) |
| AT (1) | AT398566B (ko) |
| CA (1) | CA1323629C (ko) |
| CH (1) | CH676846A5 (ko) |
| ES (1) | ES2007116A6 (ko) |
| FI (1) | FI874212A (ko) |
| GR (1) | GR871506B (ko) |
| HU (2) | HU208426B (ko) |
| IT (1) | IT1222755B (ko) |
| PT (1) | PT85805B (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0581250T3 (da) * | 1992-07-31 | 1999-09-27 | Hoechst Ag | Fremgangsmåde til bioteknisk fremstilling af L-thienylalaniner i enantiomerren form ud fra 2-hydroxy-3-thienyl-acrylsyrer o |
| US7022177B2 (en) | 2002-02-21 | 2006-04-04 | Ciba Specialty Chemicals Corporation | Lactam-based pigments and the use thereof in the production of colored plastics or polymeric color particles |
| NZ551603A (en) | 2004-06-24 | 2010-11-26 | Incyte Corp | N-substituted piperidines and their use as pharmaceuticals |
| WO2011103289A2 (en) * | 2010-02-17 | 2011-08-25 | Jasco Pharmaceuticals, LLC | Imidazole-2, 4-dione inhibitors of casein kinase 1 |
-
1987
- 1987-09-25 FI FI874212A patent/FI874212A/fi not_active Application Discontinuation
- 1987-09-28 IT IT22055/87A patent/IT1222755B/it active
- 1987-09-28 HU HU874330A patent/HU208426B/hu not_active IP Right Cessation
- 1987-09-28 CA CA000548024A patent/CA1323629C/en not_active Expired - Fee Related
- 1987-09-28 KR KR870010728A patent/KR880003919A/ko not_active Application Discontinuation
- 1987-09-28 ES ES8702767A patent/ES2007116A6/es not_active Expired
- 1987-09-28 PT PT85805A patent/PT85805B/pt not_active IP Right Cessation
- 1987-09-28 CH CH3753/87A patent/CH676846A5/de not_active IP Right Cessation
- 1987-09-29 AT AT0247687A patent/AT398566B/de not_active IP Right Cessation
- 1987-09-29 GR GR871506A patent/GR871506B/el unknown
-
1992
- 1992-04-07 HU HU9201172A patent/HU9201172D0/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT85805A (en) | 1987-10-01 |
| AT398566B (de) | 1994-12-27 |
| CH676846A5 (en) | 1991-03-15 |
| IT1222755B (it) | 1990-09-12 |
| ATA247687A (de) | 1994-05-15 |
| IT8722055A0 (it) | 1987-09-28 |
| HU208426B (en) | 1993-10-28 |
| ES2007116A6 (es) | 1989-06-01 |
| HUT49858A (en) | 1989-11-28 |
| GR871506B (en) | 1988-01-20 |
| FI874212A (fi) | 1988-03-30 |
| PT85805B (pt) | 1990-08-31 |
| HU9201172D0 (en) | 1992-07-28 |
| FI874212A0 (fi) | 1987-09-25 |
| CA1323629C (en) | 1993-10-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E601 | Decision to refuse application |